反应 #2025283

反应方程式

butyrylchloride

(+)-3-methyl-3-(4-benzyloxyphenyl)propanol

water

→

(+)-4-benzyloxy-1-(1-methyl-3-butyryloxypropyl)benzene

收率 95.0%

溶剂

pyridine

反应条件

后处理

1. 1
   其他reacted for 2 hours
2. 2
   萃取extracted with 200 ml of toluene
3. 3
   其他separated
4. 4
   洗涤washed with, in the order, 1N aqueous solution of hydrochloric acid, water, 5% aqueous solution of sodium bicarbonate and water
5. 5
   干燥dried on anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONAfter the solvent was distilled out under the reduced pressure
7. 7
   其他the resulting residue was purified by silica gel column chromatography (eluent: toluene-ethyl acetate)

实验过程

2.56 (10 millimols) of (+)-3-methyl-3-(4-benzyloxyphenyl)propanol (XI-1) obtained in Preparation Example (starting material compound (V)) 1, was dissolved in 20 ml of pyridine and 1.38 g (13 millimols) of butyrylchloride was added at 30°-40° C. and reacted for 2 hours. The reaction mixture was poured into 200 ml of water and extracted with 200 ml of toluene and separated and then washed with, in the order, 1N aqueous solution of hydrochloric acid, water, 5% aqueous solution of sodium bicarbonate and water, and thereafter dried on anhydrous magnesium sulfate. After the solvent was distilled out under the reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: toluene-ethyl acetate) to provide 3.1 g (yield: 95%) of (+)-4-benzyloxy-1-(1-methyl-3-butyryloxypropyl)benzene (VIII-9).

来源