Month: November 2020

402-63-1 , The common heterocyclic compound, 402-63-1, name is 1-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, 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.

a 1-Fluoro-3-(1-(4-nitrophenoxy)-ethyl)-benzene Prepared in analogy to example 16a) from 1-(3-fluoro-phenyl)-ethanol (Balasubramanian et al., Synth. Commun., 1994, 24 (8), 1049) and 4-nitrophenol. Yellow oil. Yield=77%. MS: m/e=261.2 (M+).

According to the analysis of related databases, 402-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jolidon, Synese; Rodriguez Sarmiento, Rosa Maria; Thomas, Andrew William; Wyler, Rene; US2003/232883; (2003); A1;,
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597-31-9, 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. 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, 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 of 2,2-dimethyl-3-hydroxypropanal 73.6 g, 2-butyl-2-ethyl-1,3-propanediol 111.8 g, benzene 705g to particulate Nafion (trade name “NR-50”, Sigma-Aldrich put the Ltd.) 3.0 g round bottom flask 2L,while azeotroping with benzene produced water under normal pressure, allowed to react until distillation of water stopped and withdrawn out of the system using a Dean-Stark apparatuss. Filtration, concentrated by vacuum distillation, 2- (5-butyl-5-ethyl-1,3-dioxan-2-yl) -2-methylpropan-1-ol was obtained in a yield of 99%.

The chemical industry reduces the impact on the environment during synthesis 597-31-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MITSUBISHI GAS CHEMICAL COMPANY INCORPORATED; IKENO, TAKETO; YOKOBORI, UMI; SATO, HIDEYUKI; TSUJIMOTO, TOMOO; (27 pag.)JP2016/13988; (2016); A;,
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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. 4415-82-1, name is Cyclobutylmethanol. This compound has unique chemical properties. The synthetic route is as follows. 4415-82-1

Take 0.94 mL of cyclobutylmethanol to a round bottom flask containing 5 mL of DMF and add 240 mg of sodium hydride.The reaction was for 30 min; Intermediate BYS-2 (100 mg, 0.32 mmol) was added and reacted at room temperature for about 2 h.The dot plate shows that the reaction is complete. Post-processing:Slowly drip the reaction solution into ice water.Dilute hydrochloric acid to adjust the pH to about 7, there is a solid precipitation, filtration and drying,Column chromatography eluted with a gradient of dichloromethane and methanol,Column purification gave 75 mg of product as a white solid. Calculated,The yield is 65%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4415-82-1, Cyclobutylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; Sun Yat-sen University; Huang Zhishu; Rao Yong; Xu Zhao; Hu Yutao; Yu Hong; Gao Lin; (34 pag.)CN107721982; (2018); 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 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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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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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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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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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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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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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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