Реакция #9738

Уравнение реакции

Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate

ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate

intermediate 35

ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate

sodium bromate

sodium bisulfite

→

title compound

{2-methyl-5-[4-(trifluoromethyl)phenyl]thien-3-yl}methanol

Растворители

cyclohexane

water

water

Условия реакции

Обработка

1. 1
   Другоеquenched with 1M sodium thiosulfate solution
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   Промывкаwashed with water, sodium thiosulfate
4. 4
   Сушкаdried with brine and over MgSO4
5. 5
   Концентрированиеconcentrated

Методика

Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate (intermediate 35, 0.100 g) and sodium bromate (0.144 g) were suspended in a mixture of cyclohexane and water (1:1 v/v, 4 ml). To this was added a solution sodium bisulfite (0.99 g) in water (1 ml). The mixture was stirred for 2 hours, quenched with 1M sodium thiosulfate solution, then extracted with ethyl acetate. The organic layer was taken and washed with water, sodium thiosulfate and dried with brine and over MgSO4 and concentrated to give the title compound as a white crystalline solid.

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