反应详情

A mixture of 155 parts of 1-fluoro-3-methoxybenzene, 75 parts of aluminium chloride and 650 parts of 1,2-dichloroethane is stirred and 113 parts of 1-acetyl-4-piperidinecarbonyl chloride are added portionwise. Upon completion, stirring is continued for 1 hour at 40°-50° C. The reaction mixture is poured onto a mixture of crushed ice and hydrochloric acid. The product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The residue is purified by high pressure liquid-chromatography over silica gel using a mixture of trichloromethane, hexane and methanol (47.5:47.5:5 by volume) as eluent. The first fraction (A-isomer) is collected and the eluent is evaporated, yielding 1-acetyl-4-(2-fluoro-4-methoxybenzoyl)-piperidine. The second fraction (B-isomer) is collected and the eluent is evaporated, yielding 40 parts (25%) of 1-acetyl-4-(4-fluoro-2-hydroxybenzoyl)piperidine.

1. stirringUpon completion, stirring
2. extractionThe product is extracted with methylbenzene
3. customThe extract is dried
4. filtrationfiltered
5. customevaporated
6. customThe residue is purified by high pressure liquid-chromatography over silica gel using
7. additiona mixture of trichloromethane, hexane and methanol (47.5:47.5:5 by volume) as eluent
8. customThe first fraction (A-isomer) is collected
9. customthe eluent is evaporated