Tag: M.W=100-200

505-10-2, Adding a certain compound to certain chemical reactions, such as: 505-10-2, 3-(Methylthio)propan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 505-10-2, blongs to alcohols-buliding-blocks compound.

The alcohol 5-a (200 g, 1900 mmol) was dissolved in CH2C12 (2000 ml). The mixture was cooled to 0C. The w-CPBA 85% in water (970 g, 5700 mmol) was added portion wise keeping the temperature between 0 to 5C. After addition, the mixture was allowed to warm to 25C and stirred for 15 h. The mixture was filtered through a celite pad. The filtrate was purified by flash column (Eluent: petroleum ether: ethyl acetate = 3 : 1 and then ethyl acetate: methanol = 10: 1) to yield the intermediate 5-b (75 g, 29%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,505-10-2, its application will become more common.

Reference:
Patent; JANSSEN R&D IRELAND; COOYMANS, Ludwig Paul; DEMIN, Samuel Dominique; HU, Lili; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; TAHRI, Abdellah; VENDEVILLE, Sandrine Marie Helene; WO2012/80447; (2012); A1;,
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107-75-5, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 107-75-5, name is 7-Hydroxy-3,7-dimethyloctanal. A new synthetic method of this compound is introduced below.

Compound 33: 7-hyroxycitronellal (140 mu, 0.75 mmol), Cu(OTf)2 (2.2 mg, 2.5 mol ethanethiol (108 mu, 1.5 mmol) and 1,3,5- trimethoxybenzene (42 mg, 0.25 mmol) were reacted according to method A. The mixture was stirred for 2 h at room temperature. The residual material was purified by column chromatography (silica gel 40-60, hexane / ethyl acetate 80:20) affording compound 33 (68 mg, 71% yield) as a thick oil. Characterization data of compound 33: lH NMR (CDCl3/400 MHz): delta 6.12 (s, 1H), 6.09 (s, 1H), 4.54 – 4.46 (m, 1H), 3.80 (s, 3H), 3.78 (s, 6H), 2.51 – 2.32 (m, 3H), 1.96 – 1.84 (m, 1H), 1.56 – 1.47 (m, 1H), 1.40 – 1.32 (m, 4H), 1.24 – 1.19 (m, 5H), 1.17 (s, 3H), 1.15 (s, 3H), 0.82 (t, J = 4.5 Hz, 3H); 13C NMR (CDCl3/100 MHz): delta 160.2, 159.8, 158.2, 112.4, 111.4, 91.7, 90.3, 71.0, 55.9, 55.7, 55.2, 44.2, 41.3, 38.1, 37.1, 31.4, 29.1, 26.3, 21.6, 20.0, 19.4, 15.0; HRMS (ESI): m/z calcd for C2iH3604S [M+Na]+ 407.2227 found 407.2218.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107-75-5, 7-Hydroxy-3,7-dimethyloctanal, and friends who are interested can also refer to it.

Reference:
Patent; B. G. NEGEV TECHNOLOGIES AND APPLICATIONS LTD., AT BEN-GURION UNIVERSITY; PAPPO, Doron; PARNES, Regev; (87 pag.)WO2016/132355; (2016); A1;,
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456-47-3 , The common heterocyclic compound, 456-47-3, name is 3-Fluorobenzyl alcohol, molecular formula is C7H7FO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: A solution of acetonitril (10 mL, 1mmol) and periodic acid was placed in flask and stir for the 15 min. Then, a mixture of alcohols (1mmol) and S-COCC (1%mmol) was added and the resulting mixture was stirred at room temperature for a suitable period (Table 3) and completion of the reaction investigated byTLC (n-hexane/EtOAc; 2:1) analysis. Then, EtOAc (20ml) was subjoined to the reaction mixture and after being washed with water/sodium solfite (1:1), the mixture was filtered off. The solvent was vaporized and produced pure products.

According to the analysis of related databases, 456-47-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shiri, Lotfi; Sheikh, Davood; Sheikhi, Masoome; Revue Roumaine de Chimie; vol. 59; 10; (2014); p. 825 – 834;,
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107-75-5, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 107-75-5, name is 7-Hydroxy-3,7-dimethyloctanal. A new synthetic method of this compound is introduced below.

General procedure: Under an atmosphere of argon, the carboxyalkyl triphenyl phosphonium bromide (2.0 equiv) is dissolved in anhydrous THF (0.6 M) The suspension is cooled to 0 C and KOt-Bu (powder or 1 M in THF; 4.0 equiv) is added dropwise. After 30 min of stirring at room temperature, a solution of the aldehyde (1.0 equiv) in anhydrous THF (2 M) is added dropwise at 0 C. The reaction is stirred at room temperature and after the aldehyde is consumed, the mixture is quenched with 1 M aq. HCl solution (20 mL), extracted with Et2O (3 30 mL) and washed with H2O (2 60 mL). The combined organic layers are washed with brine, dried over anhydrous Na2SO4, filtered and the solvent is removed under reduced pressure. The residue is purified on silica gel to yield the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107-75-5, 7-Hydroxy-3,7-dimethyloctanal, and friends who are interested can also refer to it.

Reference:
Article; Rode, Katharina; Palomba, Martina; Ortgies, Stefan; Rieger, Rene; Breder, Alexander; Synthesis; vol. 50; 19; (2018); p. 3875 – 3885;,
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Adding a certain compound to certain chemical reactions, such as: 111-90-0, Diethylene Glycol Monoethyl Ether, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 111-90-0, blongs to alcohols-buliding-blocks compound. 111-90-0

The 7-chloro-4-(3′-methylanilino)-6-nitroquinazoline used as a starting material was obtained as follows:- A mixture of 4-chloroanthranilic acid (17.2 g) and formamide (10 ml) was stirred and heated to 130C for 45 minutes and to 175C for 75 minutes. The mixture was allowed to cool to approximately 100C and 2-(2-ethoxyethoxy)ethanol (50 ml) was added. The solution so formed was poured into a mixture (250 ml) of ice and water. The precipitate was isolated, washed with water and dried. There was thus obtained 7-chloroquinazolin-4-one (15.3 g, 85%).

With the rapid development of chemical substances, we look forward to future research findings about 111-90-0.

Reference:
Patent; ZENECA LIMITED; EP635498; (1995); A1;,
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In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 623-72-3 as follows., 623-72-3

Example 16 This example describes the preparation of various alkyl acrylate esters by dehydrating 3-HP esters using various catalysts. A catalyst was placed in a 3-neck flask that was equipped with a temperature probe (in contact with the catalyst). A distillation column and receiving flask were attached so that the vapors formed during the reaction could be collected, and the catalyst was heated to the desired temperature. A solution of a 3-hydroxypropionic acid ester in the corresponding alcohol was added drop-wise directly onto the catalyst using a syringe. The liquid that distilled over was collected and analyzed by gas chromatography. The results, and corresponding experimental conditions are shown in the following table. Ester Catalyst Temperature Concentration Solvent Yield of Yield of (C) of Ester in Acrylic Acrylic Solvent ester (GC) acid (GC) – (%) (%) (%) Ethyl NaH2P04-Silica 275-EtOH 49 26 Ethyl NaH2PO4-Silica 250 35 EtOH 53 Ethyl NaH2PO4-Silica 250 50 EtOH 14 21 Ethyl NaH2PO4-Silica 180 40 EtOH 30 – Ethyl Copper-H3PO4 220 20 EtOH 50 50 Methyl NaH2PO4-Silica 280-MeOH 78 Methyl CuS04-Silica 280-MeOH 37 9 Methyl Cs2CO3-Silica 220 45 MeOH 49 – Butyl NaH2PO4-Silica 280 50 BuOH 40 Similar dehydration reactions were performed using 3-HP as the starting material and a flask containing heated catalyst in place of the GC: (a) Aqueous 3-HP was dehydrated to acrylic acid over NaH2PO4-Silica gel catalyst at 180C. Based on GC and HPLC analysis, the yield of acrylic acid was 90- 96%. (b) Aqueous 3-HP was dehydrated to acrylic acid over H3PO4-Silica gel catalyst at 180C. Based on GC and HPLC analysis, the yield of acrylic acid was 85-90%. (c) Aqueous 3-HP was dehydrated to acrylic acid over CuS04-Silica gel catalyst at 180C. Based on GC and HPLC analysis, the yield of acrylic acid was 73%. (d) Aqueous 3-HP was dehydrated to acrylic acid over Zeolite H-ss powder and 85% H3PO4 as the catalyst at 180C. Based on GC and HPLC analysis, the yield of acrylic acid was 71%. (e) Aqueous 3-hydroxyisobutyric acid was dehydrated to methacrylic acid over NaH2PO4-Silica gel catalyst at 270C. Based on GC analysis, the yield of methacrylic acid was 79%.

The chemical industry reduces the impact on the environment during synthesis 623-72-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CARGILL, INCORPORATED; WO2003/82795; (2003); A2;,
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A common compound: 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane,molecular formula is C5H10O2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 39590-81-3

To (5 volumes) of dichloro methane was charged a solution of imidazole and triphenylphosphine. The resultant reaction mixture was cooled to about 0C. Then added a solution of iodine in dichloro methane (5 volumes) at about 0C for about 60 mm.. Thenadded a solution of cyclopropane- 1,1 -diyldimethanol in dichloro methane (5 volumes) at about 0C for about 30 mm. and stirred at 10-15C for about 3 hrs. Then the reaction mass was diluted with brine solution at 10-15C. The organic and aqueous layers were separated and to the organic layer n-heptane (10 volumes) was charged. The total organic layer was washed with saturated sodium sulphite solution (2 times). 70 % of the organic layer wasdistilled at below 45C under vacuum. Then (10 volumes) of n-heptane was added and 12 volumes of the solvent was distilled at below 45C under vacuum. The slurry was filtered on silica bed and washed with n-heptane, the filterate mls were distilled below 45C under vacuum to yield the title compound. Yield: 46%

With the rapid development of chemical substances, we look forward to future research findings about 39590-81-3.

Reference:
Patent; GRANULES INDIA LIMITED; VETUKURI, Prasada Raju Vnkv; GILLA, Goverdhan; RAPOLU, Rajesh Kumar; CHIGURUPATI, Krishna Prasad; (54 pag.)WO2016/103232; (2016); A1;,
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The common heterocyclic compound, 138-22-7, name is Butyl 2-hydroxypropanoate, molecular formula is C7H14O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 138-22-7

EXAMPLE 6 The procedure of Example 5 is followed, using n-butyl lactate (584 g, 4 mols) of optical rotation [alpha]D20 =-2.77 (without a solvent), thionyl chloride (512 g, 4.30 mols) and pyridine (1.2 g). The n-butyl lactate is run in at 60 C. in the course of 4 hours and this is followed by heating at 75 C. for 1 hour 15 minutes. After cooling under atmospheric pressure, a crude product (690 g) composed mainly of n-butyl 2-chloropropionate is recovered.

The synthetic route of 138-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rhone-Poulenc Agrochimie; US4334083; (1982); A;,
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In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 456-47-3 as follows., 456-47-3

General procedure: Alcohol (1 mmol), water (1 mL), and CoFe2O4 MNPs (11.8mg, 5 mol %) were added to a round-bottomed flask. The reaction mixture was stirred for the two minutes, and then oxone (0.6 mmol) was added in three portions. The reaction mixture was placed at room temperature and stirred for the specified time (Table 5). The reaction was followed by TLC (EtOAc-cyclohexane, 2:10). After the completion of the reaction, the product was extracted in dichloromethane. The solvent was evaporated under reduced pressure to give the corresponding aromatic products. Purification of the residue using plate chromatography (silica gel) provided the pure carbonyl compounds. The aliphatic products in dichloromethane was dried with anhydrous MgSO4 and detected by GC-FID.

The chemical industry reduces the impact on the environment during synthesis 456-47-3, I believe this compound will play a more active role in future production and life.

Reference:
Article; Sadri, Fariba; Ramazani, Ali; Massoudi, Abdolhossain; Khoobi, Mehdi; Azizkhani, Vahid; Tarasi, Roghayeh; Dolatyari, Leila; Min, Bong-Ki; Bulletin of the Korean Chemical Society; vol. 35; 7; (2014); p. 2029 – 2032;,
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124-76-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 124-76-5, name is Isoborneol. This compound has unique chemical properties. The synthetic route is as follows.

Example 5 Preparation of 1-[((1S)-endo)-(-)-bornyloxy]-5-(2-propenyl)-2-oxabicyclo[3.3.0]octane and separation of diastereomers (18a, 18b) 22.8 parts of ((1S)-endo)-(-)-borneol (10) was added to 35 ml of an anhydrous toluene solution containing 30 parts of 1-methoxy-5-(2-propenyl)-2-oxabicyclo[3.3.0]octane (16) and 30 parts of molecular-sieve 5A at room temperature. The mixture was stirred for 10 hours at 110C. In this instance, 600 parts of molecular-sieve (MS-4A) that can adsorb methanol was filled in the reflux tube to adsorb the methanol generated in the reflux tube. The reaction solution was filtrated. The filtrate was concentrated under reduced pressure to obtain 52 parts of a residue. The resulting residue was purified by silica gel column chromatography (n-hexane: diethyl ether = 40: 1) to obtain the target isomer mixture. Furthermore, the resulting isomer mixture was separated into individual diastereomers represented by (18a) and (18b) (Isomer 3 and Isomer 4) by silica gel column chromatography (n-hexane: diisopropyl ether = 1: 40). Isomer 3 (diastereomer having a larger Rf) and Isomer 4 (diastereomer having a smaller Rf) were obtained respectively in an amount of 17.1 parts (yield: 38%) and 18.9 parts (yield: 42%). The properties of the diastereomers represented by (18a and 18b) are shown as follows. Rf (Rf value when developed using n-hexane : toluene = 2 : 1 for a length of 44 mm) Rf = 0.36 EI-MS: m/z 304 (M+) FT-IR (nujor): 3180, 2960, 2880, 1645, 1480, 1460, 1400, 1375, 1330, 1310, 1240, 1195, 1125, 1060, 1025, 960, 948, 920cm-11H-NMR (CDCl3, delta ppm): 0.80 (s, 3H), 0.84 (s, 6H), 0.95-2.22 (m, 16H), 2.27 (m, 1H), 3.98-4.10 (m, 1H), 3.70-3.92 (m, 2H), 5.04-5.09 (m, 2H), 5.88 (ddd, J = 7.0, 10.0, 16.5Hz, 1H), Optical rotation: [alpha]D25 = -74.18 (c = 1.05, CHCl3) Rf (Rf value when developed using n-hexane : toluene = 2 : 1 for a length of 44 mm) Rf = 0.28 EI-MS: m/z 304 (M+) FT-IR (nujor): 3180, 2960, 2880, 1645, 1478, 1460, 1395, 1375, 1325, 1310, 1240, 1195, 1120, 1058, 1025, 960, 948, 920cm-11H-NMR (CDCl3, delta ppm): 0.80 (s, 3H), 0.84 (s, 6H), 0.95-2.22 (m, 16H), 2.27 (m, 1H), 3.70-3.92 (m, 3H), 5.04-5.09 (m, 2H), 5.88 (ddd, J = 7.0, 10.0, 16.5Hz, 1H), Optical rotation: [alpha]D25 = +5.56 (c = 0.84, CHCl3)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 124-76-5, Isoborneol.

Reference:
Patent; Zeon Corporation; EP1535917; (2005); A1;,
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