Реакция #2254179

Уравнение реакции

HCl

5-[1,3]dioxolan-2-yl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

→

5-formyl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

Выход 51.2%

Растворители

acetone

Условия реакции

Обработка

1. 1
   Другоеone night at room temperature, the reaction is quenched with water
2. 2
   ЭкстракцияThe reaction mixture is extracted three times with ethyl acetate
3. 3
   СушкаThe combined organic phases are dried over Na2SO4
4. 4
   Концентрированиеconcentrated in vacuo
5. 5
   ДругоеThe crude product is purified on a semi-preparative HPLC

Методика

HCl (2N, 4 ml) is added to a solution of 5-[1,3]dioxolan-2-yl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide (450 mg) in acetone (10 ml). After 4 hours at 50° C. and one night at room temperature, the reaction is quenched with water. The reaction mixture is extracted three times with ethyl acetate. The combined organic phases are dried over Na2SO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 5-formyl-3-methyl-thiophene-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide (196 mg) as a yellowish oil. MS (HPLC/MS): 252 (MH+). Retention time: 2.54 min.

Источник