Category: alcohols-buliding-blocks

A common compound: 403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol,molecular formula is C8H9FO, 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., 403-41-8

Step 1 1 -(4-Fluorophenyl)ethyl methanesulfonate A mixture of l-(4-fluorophenyl)ethanol (300 mg, 2.14 mmol, 1.0 eq), MsCI (293 mg, 2.57 mmol, 1.2 eq) and TEA (941 mg, 3.2 mmol, 1.5 eq) in DCM (5 mL) was stirred at room temperature overnight. TLC (PE/EA = 3/1) showed the starting material was consumed completely. The reaction was quenched with aqueous citric acid solution and then extracted with DCM (5 mL x 3). The organic phase was dried over Na2S04, filtered and concentrated to give l-(4-fluorophenyl)ethyl methanesulfonate (400 mg, yield 86%), which was used in next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 403-41-8.

Reference:
Patent; BIOGEN MA INC.; KUMARAVEL, Gnanasambandam; PENG, Hairuo; XIN, Zhili; WO2015/188051; (2015); A1;,
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626-18-6, 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 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 m-Hydroxymethylbenzyl chloride 1,3-benzenedimethanol (27.772 g, 0.201 mole) was charged to a 500 mL round-bottom flask equipped with a septum inlet and a nitrogen adapter connected to a gas scrubber. The mixture was placed in an ice bath and cooled to 0 C. Thionyl chloride (14.66 mL, 0.201 mole), dissolved in chloroform (200 mL) was added slowly via syringe and the mixture stirred at 0 C. for 15 minutes followed by continued stirring at room temperature for 18 hours. TLC analysis of a sample removed after one hour of stirring at room temperature showed little reaction product formed. After 18 hours, TLC analysis indicated that the product was present. The mixture was concentrated as in Example 1 and the residue purified on a silica gel column (700 g) using 1:3 ethyl acetate:hexane followed by 1:2 ethyl acetate:hexane. The title compound, m-hydroxymethylbenzyl chloride, was obtained as a colorless oil (19.39 g) in 61.6% yield. The results of Examples 1 and 2 demonstrate that greater than 50% yields of hydroxy halides were obtained by the method of the invention.

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 626-18-6, 1,3-Benzenedimethanol.

Reference:
Patent; The DuPont Merck Pharmaceutical Company; US5637780; (1997); A;,
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124-68-5, Adding a certain compound to certain chemical reactions, such as: 124-68-5, 2-Amino-2-methyl-1-propanol, 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, 124-68-5, blongs to alcohols-buliding-blocks compound.

General procedure: 2-Amino-2-methylpropanol (6, 4.89 g, 55 mmol, 8.5 eq),6.50 mmol of carbonyl compound 4 (1 eq), and 50 mg of H2-activated clay are placed in an autoclave (100 cm3).The sealed reactor is heated for 24 h at various temperatures.After cooling and separation of the H2-clay by filtration,the residue is treated in the same manner asdescribed above. The yields of oxazolidines 7 are given inTable 5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,124-68-5, its application will become more common.

Reference:
Article; Rohand, Taoufik; Savary, Jerome; Marko, Istvan E.; Monatshefte fur Chemie; vol. 149; 8; (2018); p. 1429 – 1436;,
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311-86-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 311-86-4, name is 2-Bromo-3,3,3-trifluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

Calcium hydroxide: 72.8 gAnd 332 g of water were added to a reaction flask equipped with a rectification apparatus,Heated to 90 C with stirring,163.8 g of 3,3,3-trifluoro-2-bromopropanol was added dropwise,Control the distillation head temperature of 38-40 ,After the addition of the reaction for 1.0 h,The yield of trifluoropropylene oxide was 80.3%.

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 311-86-4, 2-Bromo-3,3,3-trifluoropropan-1-ol.

Reference:
Patent; Xi’an Modern Chemistry Research Institute; GU, YUJIE; LYU, JIAN; DU, YONGMEI; LYU, JING; LI, CHUNYING; WAN, HONG; MA, HUI; WANG, ZHIXUAN; WANG, BO; (5 pag.)CN103664833; (2016); B;,
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1113-21-9 , The common heterocyclic compound, 1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, molecular formula is C20H34O, 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.

[0307] The 5E, 9E, BE-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E- geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in. the Carroll rearrangement using Al(OiPr)j at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA ( ) can be prepared by treating geranyi linalool (23) with the Meldrurn’s acid 26 in the Carroll rearrangement using Al(QiPr) at 160 “C, Similar}’, the use of ,’er.f-buiyl acetoaeetate (27) with geranyi linalool (23) in the Carroll rearrangement can also give the desired SE, 9E. 1 E-gerany geranyi acetone (1 ).

The synthetic route of 1113-21-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; WO2014/107686; (2014); A1;,
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3973-18-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3973-18-0, name is Propynol ethoxylate, molecular formula is C5H8O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[Synthesis 10]Production of N-((lR,2R)-2-(2-((4-methylcyclohexa-l,4-dienyl)methoxy)ethylamino)-l,2-diphen ylethyl)-2-(trifluoromethyl)benzenesulfonamide hydrochlorideIn 31.6 ml of toluene, 8.07 g (26.1 mmol) of the above-described tosylates obtained in Synthesis 7 were dissolved. To this solution, 3.38 g (26.2 mmol) of DIPEA, 10.00 g (23.8 mmol) of (R,R)-0-TFTsDPEN and 4.34 g (26.2 mmol) of potassium iodide were added, followed by stirring at 135C for 6 hours. The reaction solution was concentrated and purified with a silica gel column chromatography to obtain 10.1 g of diamine (Yield: 74.5 %). Then, 110 ml of dichloromethane and 65.3 ml of HCl in methanol solution (IN) were added to 10.1 g (17.7 mmol) of the diamine, followed by stirring for 0.5 hours, and the solvent was removed to obtain 11.1 g of the target diamine hydrochloride. Yield: 93.9%?- MRCDMSO, 300MHz) 8:1.62(m, 3H), 2.60(s, 3H), 2.78-3.12(m, 2H), 3.52-3.70(m, 2H), 3.86(s, 2H) ,4.75(m,1H), 4.92(m, 1H), 5.40(m, 1H), 5.68(m, 1H), 6.75-7.35(m, 10H), 7.40(t, 1H), 7.50(t, 1H), 7.60(d, 1H), 7.75(d, 1H), 8.90(m, 1H), 8.98(brd, 1H), 9.92(brd, 1H);-57.16;HRMS (ESI):[M-C1]+ calcd for – HCl: 571.2237; found: 571.2244

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 3973-18-0, Propynol ethoxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; TANAKA, Shigeru; TOUGE, Taichiro; NARA, Hideki; ISHIDA, Kenya; WO2013/65867; (2013); A1;,
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349-75-7, 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 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a well-stirred suspension of 216 mg (9.00 mmol) of sodium hydride in anhydrous THF was added (3.60 mmol) of 3-benzylalcohol in small portions over 15 min. A brown solution was formed after 30 min of stirring. A solution of 519 mg (3.00 mmol) 5-methyl-3-sulfonyl[1,2,4]triazine in anhydrous THF was added, and the resulting dark red solution was stirred for 30 additional min. After which 25 mL of saturated NaHCO3 solution was added, and the organic layers were extracted into Et2O, combined, dried over anhydrous Na2SO4, filtered, and concentrated to obtain a dark red oil. The residue was purified using column chromatography with hexane-ethyl acetate (50:50) to obtain the desired product.

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 349-75-7, (3-(Trifluoromethyl)phenyl)methanol.

Reference:
Article; Gichinga, Moses G.; Olson, Jeremy P.; Butala, Elizabeth; Gilmour, Brian P.; Navarro, Hernan H.; Ivy Carroll; Tetrahedron Letters; vol. 52; 26; (2011); p. 3345 – 3346;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.355-80-6, name is 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol, molecular formula is C5H4F8O, molecular weight is 232.0719, as common compound, the synthetic route is as follows.355-80-6

EXAMPLE 4 2,2,3,3,4,4,5,5-Octafluoro-n-pentanol (11.6 g, 0.05 mol) and sodium metal (1.4 g, 0.05 mol) were added to 100 ml of dry ether and stirred at room temperature overnight. The solution obtained was added into a solution of 1,2-dichlorohexafluorocyclopentene (12.3 g, 0.05 mol) in 100 ml of dry ether. The reaction mixture was poured into 150 ml of ice water and an organic layer was separated. The aqueous layer was then extracted with 3 portions of 100 ml ether. Next, the extracts were combined with the separated organic layer and dried over sodium sulfate overnight. The desired 2-chlorohexafluorocyclopentyl 2,2,3,3,4,4,5,5-octafluoro-n-pentyl ether (38-42 C./0.3 mmHg) was obtained in 50% yield based on 1,2-dichlorohexafluorocyclopentene used by vacuum distillation.

Statistics shows that 355-80-6 is playing an increasingly important role. we look forward to future research findings about 2,2,3,3,4,4,5,5-Octafluoro-1-pentanol.

Reference:
Patent; The Green Cross Corporation; US4686024; (1987); A;,
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558-42-9 , The common heterocyclic compound, 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

Sulfur powder (0.727 g, 22.71 mmol) was added to a solution of (2-Me2NCH2C6H4)Li (3.20 g, 22.71 mmol) in THF (50 mL) and the reaction mixture was stirred at room temperature for 6 h. Then 1-chloro-2-methyl-2-propanol (2.32 mL, rho = 1.06 g/mL, 22.71 mmol) was added at 0 ¡ãC and the reaction mixture was stirred for additional 18 h. The solvent was removed under vacuum and the remained product was treated with toluene. The solid residue was filtered off and the solvent was removed at reduced pressure. The resulting yellow oil was further distilled at a pressure of 2¡¤10-2 mbar and compound 1 was isolated as the fraction separated at 95 ¡ãC. Yield: 3.21 g (48.27percent). Anal. Found: C 65.34, H 8.91, N 5.81percent; Calc. for C13H21NOS (M = 239.38): C 65.23, H 8.84, N 5.85percent. 1H NMR (CDCl3): delta 1.21s (6H, CCH3), 2.23s (6H, NCH3), 3.08s (2H, CH2S), 3.56s (2H, CH2N), 6.53s, (br., 1H, OH), 7.10m (3H, H3-5), 7.56d (1H, H6, 3JHH 7.7 Hz). 13C NMR (CDCl3): delta 28.67s (NCH3), 44.73s (CCH3), 52.25s (CH2S), 63.06s (CH2N), 70.26s (COH), 126.92s (C4), 128.97s (C5), 131.15s (C3), 135.14s (C6), 138.93s (C2), 139.19s (C1); 1H NMR (acetone-d6): delta 1.23s (6H, NCH3), 2.22s (6H, CCH3), 3.09s (2H, CH2S), 3.56s (2H, CH2N), 5.11s (1H, OH), 7.16-7.31m (3H, H3-5), 7.56d (1H, H6, 3JHH = 7.6 Hz).

The synthetic route of 558-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pop, Alexandra; Mitea, Raluca; Silvestru, Anca; Journal of Organometallic Chemistry; vol. 768; (2014); p. 121 – 127;,
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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 111-90-0 as follows., 111-90-0

A. 3-(4-(2-(2-ethoxyethoxy)ethoxy)-1,2,5-thiadiazol-3-yl)pyridine To a solution of 2-(2-ethoxyethoxy)ethanol (1.21 g, 9 mmol) and sodium hydride (310 mg, 9 mmol) in dry tetrahydrofuran was added a solution of 3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine (590 mg, 3 mmol) in dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 2 h. Water was added and the mixture was extracted with ether. The ether phase was dried and evaporated to give the title compound.

The chemical industry reduces the impact on the environment during synthesis 111-90-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Novo Nordisk A/S; US5041455; (1991); A;,
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