Acetic Anhydride → 1-(4-Acetoxy-3-carboxyphenyl)-2-phenyl-4,5,6,7-tetrahydroindole

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Reaction Steps

A mixture of 25.0 g. (0.075 mole) of 1-(3-carboxy-4-hydroxyphenyl)-2-phenyl-4,5,6,7-tetrahydroindole and 225 g. (2.25 mole) of acetic anhydride was heated under reflux for 3 hours, diluted with 200 ml. of tetrahydrofuran, and poured into 3 l. of water. An oil separated and slowly solidified. Recrystallization from acetic acid gave a tan solid, m.p. 155°-162°.

Provenance & Evidence