反应详情

35.5 g of o-bromoanisole were added dropwise to 5.71 g of magnesium turnings covered with 50 ml of tetrahydrofuran while heating to maintain reflux. 15 minutes after completion of the addition 14.93 g of 2-cyano-3-methylpyridine in 150 ml of tetrahydrofuran were added dropwise without further heating. After 1 hour at room temperature dilute hydrochloric acid and ethyl acetate were added followed by dilute sodium hydroxide solution to pH 14. The mixture was extracted with ethyl acetate, the organic extract was dried over sodium sulphate and then evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:3) and then ethyl acetate/petroleum ether (1:2) for the elution. There were obtained 9.81 g of 2-methoxyphenyl 3-methyl-2-pyridyl ketone in the form of a solid of melting point 98°-100° C.

1. temperaturewhile heating
2. temperatureto maintain
3. temperaturereflux
4. additionwere added dropwise without further heating
5. extractionThe mixture was extracted with ethyl acetate
6. extractionthe organic extract
7. dry with materialwas dried over sodium sulphate
8. customevaporated
9. customThe residue was chromatographed on silica gel
10. washethyl acetate/petroleum ether (1:2) for the elution