Acetic Acid → 3-[p-(1-Chloro-3-hydroxy-2-methylpropyl)benzyl]pyridine

In 10 ml of methanol was dissolved 740 mg of 3-[p-(3-acetoxy-1-chloro-2-methylpropyl)benzyl]pyridine, and to the resulting solution was added 40 mg of sodium methoxide with ice-cooling, after which the resulting mixture was subjected to reaction at room temperature for 30 minutes. To the reaction mixture was added 0.1 ml of acetic acid, and the solvent was removed by distillation under reduced pressure, after which the residue thus obtained was dissolved in 10 ml of ethyl acetate. The resulting solution was washed with 5 ml of water and then dried over anhydrous magnesium sulfate. The residue thus obtained was purified by a column chromatography [Wako Silica Gel C-200, eluant: benzene:ethyl acetate (1:1 by volume)] to obtain 400 mg (yield 62.3%) of colorless, oily 3-[p-(1-chloro-3-hydroxy-2-methylpropyl)benzyl]pyridine.

1. temperaturecooling
2. customafter which the resulting mixture was subjected to reaction at room temperature for 30 minutes
3. customthe solvent was removed by distillation under reduced pressure
4. customafter which the residue thus obtained
5. washThe resulting solution was washed with 5 ml of water
6. dry with materialdried over anhydrous magnesium sulfate
7. customThe residue thus obtained
8. customwas purified by a column chromatography [Wako Silica Gel C-200, eluant: benzene:ethyl acetate (1:1 by volume)]

ORD 기록

ord-01dda6a01dee44e8aaf3271c4df0bec6

출처 데이터셋

uspto-grants-1988_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04731370