Category: 4084-38-2

Synthetic Route of 4084-38-2, 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. 4084-38-2, name is 2,3,5,6-Tetrafluorobenzyl alcohol, molecular formula is C7H4F4O, 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.

2,3,5,6-tetrafluorobenzyl alcohol (30 mg, 0.17 mmol) and(1 R) -trans-3 – [(E) -2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylic acid (43 mg, 0.25 mmol)1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (48 mg, 0.25 mmol) and 4-dimethylaminopyridine (3 mg) were added to a chloroform solution (2 mL).After stirring at room temperature for 20 hours, water was poured into the reaction solution,This was extracted with ethyl acetate. After drying the organic layer with magnesium sulfate,Concentrate under reduced pressure, The residue was subjected to silica gel column chromatography,Represented by the following formula (X)2,3,5,6-tetrafluorobenzyl (1 R) -trans-3-[(E) -2-methoxy-1-ethenyl]-2,2-dimethylcyclopropanecarboxylate (hereinafter referred to as “This compound is referred to as the compound 9 of the present invention. ) 18 mg.

According to the analysis of related databases, 4084-38-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAINIHON JOCHUGIKU COMPANY LIMITED; MATSUO, NORITADA; KOUTANI, YASUYUKI; NAKAYAMA, KOJI; (27 pag.)JP2018/43961; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 4084-38-2, 2,3,5,6-Tetrafluorobenzyl alcohol, 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, COA of Formula: C7H4F4O, blongs to alcohols-buliding-blocks compound. COA of Formula: C7H4F4O

Add in a 100mL three-necked flask2,3,5,6-tetrafluorobenzyl alcohol 4.5g (25mmol),Pyridine 3g,Hexane 40mL,Slow dropCis-2,2-dimethyl-3-(E/Z-2-chloropropenyl)cyclopropanecarboxylic acid chloride 6g (30mmol),The reaction was carried out for 4 hours at room temperature.The organic phase is sequentially treated with 20 mL of 5% sodium hydroxide solution.Wash with 5% hydrochloric acid solution and saturated sodium chloride solution, dry,After desolvation, a pale yellow viscous liquid is obtained.After column chromatography (petroleum ether / ethyl acetate = 20/1), 9.2 g of pale yellow liquid was obtained.The yield was 95%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4084-38-2, 2,3,5,6-Tetrafluorobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; Mt. Huang College; Han Bingbing; Zheng Zubiao; (15 pag.)CN109776327; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 4084-38-2, name is 2,3,5,6-Tetrafluorobenzyl alcohol. A new synthetic method of this compound is introduced below., Formula: C7H4F4O

Under a nitrogen atmosphere, 182 mg of l-ethyl-3- (3- dimethylaminopropyl) carbodiimide hydrochloride was added to a mixture of 128 mg of 2, 3, 5, 6-tetrafluorobenzyl alcohol, 128 mg of (IR) -cis-3-cyano-2, 2- dimethylcyclopropanecarboxylic acid, 5 mg of 4- dimethylaminopyridine and 5 mL of chloroform, followed by stirring the mixture at room temperature for 18 hours. The reaction mixture was added to water, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To a solution of the residue dissolved in 5 mL of anhydrous tetrahydrofuran were added 0.06 mL of triethylamine, 0.04 mL of acetic anhydride and 5 mg of 4- dimethylaminopyridine, followed by stirring the mixture at room temperature for 18 hours to acetylate the remaining benzyl alcohol. To the reaction mixture was added an aqueous saturated sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated. The resultant residue was subjected to silica gel chromatography to obtain 34 mg of 2,3,5,6- tetrafluorobenzyl (IR) -cis-3-cyano-2, 2-dimethylcyclopropane carboxylate represented by the following formula:(hereinafter referred to as the present compound (I)) as a colorless liquid. 1H-NMR (CDCl3, TMS) delta (ppm) : 1.28 (s, 3H), 1.46 (s,3H), 1.77 (d, IH, J = 8.2 Hz), 1.96 (d, IH, J = 8.2 Hz ), 5.29 (d, IH, J = 12.3 Hz ), 5.34 (d, IH, J = 12.3 Hz ), 7.10-7.14 (m, IH)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 4084-38-2, 2,3,5,6-Tetrafluorobenzyl alcohol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/64025; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 4084-38-2, 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 4084-38-2 as follows.

Production Example 2 To a mixture solution of 0.42 g of (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylic acid, 0.49 g of (2,3,5,6-tetrafluorophenyl)methanol, 0.93 g of triphenylphosphine and 20 ml of tetrahydrofuran, 2.0 ml of 40% toluene solution containing diisopropyl azodicarboxylate was added. After one day, the reaction solution was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate=20/1) to give 0.80 g of (2,3,5,6-tetrafluorophenyl)methyl (1R)-trans-2,2-dimethyl-3-((Z)-1-propenyl)cyclopropanecarboxylate (Present compound 2) (yield 93%). 1H-NMR (CDCl3, TMS) delta 1.15(3H,s), 1.29(3H,s), 1.47(1H,d,J=5.3), 1.70(3H,dd,J=6.9,1.6), 2.19(1H,brdd,J=8.1,5.3), 5.12(1H,d, J=10.6, 8.1,1.6), 5.24(1H,t, J=1.6), 5.25(1H,t,J=1.6), 5.60(1H,dqd,J=10.6,6.9,1.1), 7.10 (lH,tt,J=9.7,7.4)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4084-38-2, its application will become more common.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6225495; (2001); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 4084-38-2, 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 4084-38-2 as follows.

Add in a 100mL three-necked flask2,3,4,5,6-pentafluorobenzyl alcohol 4.5g (25mmol),Pyridine 3g,Hexane 40mL,Slow drop(1R)-trans-2,2-dimethyl-3-(E/Z-2-chloropropenyl)cyclopropanecarboxylic acid chloride 6g(30mmol),The reaction was carried out for 4 hours at room temperature.The organic phase is sequentially treated with 20 mL of 5% sodium hydroxide solution,Wash with 5% hydrochloric acid solution and saturated sodium chloride solution, dry,After desolvation, a pale yellow viscous liquid is obtained.After column chromatography (petroleum ether / ethyl acetate = 20/1)Light yellow liquid 9.4g,The yield was 94%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4084-38-2, its application will become more common.

Reference:
Patent; Mt. Huang College; Han Bingbing; Zheng Zubiao; (15 pag.)CN109776327; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts