Ethyl chloroformate → 2-Carboethoxyamino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine

Participants

Reaction Steps

3.0 g (28 mmol) of ethyl chloroformate and 2.6 g (18.6 mmol) of finely powdered potassium carbonate were added to 5.0 g (18.6 mmol) of 2-amino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno-[2,3-c]pyridine in 50 ml of toluene and the mixture was boiled at reflux for 2 h. After that, the reaction mixture was taken up in ice/water, after which the toluene phase was separated off and the aqueous phase was reextracted with toluene. After drying, the combined organic phases were evaporated. 5.8 g (92%) of product were isolated as an oil, which slowly crystallizes to some degree.

Provenance & Evidence