Acetic Anhydride → HCID 18951359, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 75 g (0.29 mmol) of ethyl 6,7,8,9-tetrahydro-9-hydroxypyrido[1,2-a]indole-8-carboxylate in 1000 ml of pyridine is treated dropwise within 10 minutes with 59.2 g (0.58 mol) of acetic anhydride. The reaction mixture is heated at 50° C. for 24 hours and the solvent is subsequently evaporated. The residue is taken up in a mixture of ethyl acetate and water (2:1, total 750 ml) and the organic phase is washed with 250 ml of water and twice with 100 ml of 1N hydrochloric acid each time, dried over anhydrous sodium sulfate and evaporated to dryness. In this manner, there are obtained 87 g (100%) of ethyl 9-acetoxy-6,7,8,9-tetrahydropyrido[1,2-a]indole-8-carboxylate as a pale yellow solid, m.p. 98°-100° C.

Provenance & Evidence