反应详情

To a mixture of methyl 4-(2-benzyloxyphenyl)crotonate (14.4 g) and nickel chloride hexahydrate (1.19 g) in methanol (200 ml) was added portionwise sodium borohydride (3.78 g). During addition, the reaction temperature was kept at 20° C. by ice cooling. After the addition was completed, the mixture was stirred at ambient temperature for 1 hour and filtered. The filtrate was concentrated under reduced pressure. To the residue, water (100 ml) was added and the solution was extracted with diethyl ether. The organic layer was washed with brine, dried and evaporated in vacuo and the residue was purified by column chromatography on silica gel [eluting with ethyl acetate - n-hexane (1:1)] to give methyl 4-(2-benzyloxyphenyl)butyrate (11.5 g).

1. additionDuring addition
2. customwas kept at 20° C. by ice cooling
3. additionAfter the addition
4. filtrationfiltered
5. concentrationThe filtrate was concentrated under reduced pressure
6. additionTo the residue, water (100 ml) was added
7. extractionthe solution was extracted with diethyl ether
8. washThe organic layer was washed with brine
9. customdried
10. customevaporated in vacuo
11. customthe residue was purified by column chromatography on silica gel [eluting with ethyl acetate - n-hexane (1:1)]