Реакция #328055

Уравнение реакции

Cyclopentane-1,2-dione

methyl 2-(2-oxopropylthio)acetate

potassium carbonate

→

3-Acetyl-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid methyl ester

Выход 4.5%

Растворители

DMF

Условия реакции

Обработка

1. 1
   ФильтрацияFilter off the mixture
2. 2
   Другоеremove the solvent under vacuum
3. 3
   ДругоеPurify the residue by a flash column on silica gel eluting with PE

Методика

Stir a mixture of Cyclopentane-1,2-dione (2.00 g, 20.4 mmol), methyl 2-(2-oxopropylthio)acetate (3.31 g, 20.4 mmol) and potassium carbonate (5.63 g, 40.8 mmol) in DMF (40 mL) at 80° C. for 4 hours. Filter off the mixture and remove the solvent under vacuum. Purify the residue by a flash column on silica gel eluting with PE:EtOAc (8:1 to 6:1) to afford 3-Acetyl-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid methyl ester as a pale yellow solid (206 mg, 4.5%). MS (m/z): 225 (M+1).

Источник