反应详情

Ethyl 4-methylpyrrole-3-carboxylate (920 mg., 6 mmoles) was combined with benzoyl chloride (0.7 ml., 6 mmoles), stannic chloride (1.2 ml., 12 mmoles) in 25 ml. of methylene chloride and stirred under nitrogen for 2 hours at room temperature. Water (15 ml.) was added slowly, dissolving the precipitate which had formed. Ether (50 ml.) was then added, and the organic phase separated, back-washed with 20 ml. of water, and evaporated to an oil. The oil was triturated with hexane to yield crystalline product (1.12 g.). Recrystallization from acetone/hexane afforded purified ethyl 4-methyl-5-benzoylpyrrole-3-carboxylate (900 mg., m.p. 127°-129° C.).

1. dissolutiondissolving the precipitate which
2. customhad formed
3. customthe organic phase separated
4. washback-washed with 20 ml
5. customof water, and evaporated to an oil
6. customThe oil was triturated with hexane
7. customto yield crystalline product (1.12 g.)
8. customRecrystallization from acetone/hexane
9. customafforded
10. custompurified ethyl 4-methyl-5-benzoylpyrrole-3-carboxylate (900 mg., m.p. 127°-129° C.)