Potassium Carbonate → Ethyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-chlorocyclohex-1-enecarbonitrile (3.01 g; 21.3 mmol) in a mixture ethanol-tetrahydrofurane (6:1, 42 mL) were added potassium carbonate (3.12 g; 22.6 mmol) and ethyl 2-mercaptoacetate (3.5 mL; 31.9 mmol). The solution was heated under nitrogen atmosphere at 90° C. for 24 h. The solvent was evaporated under reduced pressure and the residue was purified by flash-chormatography on silica gel using a gradient of ethyl acetate (0-10%) in heptane as eluent to yield 2.4 g (50%) of ethyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate as a bright yellow solid. ESI/APCI (+): 226 (M+H).

Provenance & Evidence