反应详情

After repetition of the above reaction, a solution of 2-methoxycyclopentanone (12.5 g) in tetrahydrofuran (10 ml) was added to a solution of 3-benzyloxy-5-fluorophenylmagnesium bromide [prepared by heating a mixture of 3-benzyloxy-5-fluorobromobenzene (31 g), magnesium powder (2.65 g) and tetrahydrofuran (20 ml) to 40° C. for 2 hours] and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated and the residue was partitioned between diethyl ether and water. The organic layer was washed with water, dried (MgSO4) and evaporated. The residue was purified by column chromatography using a 9:1 v/v mixture of methylene chloride and diethyl ether as eluent. There was thus obtained, as a mixture of diastereoisomers, 1-(3-benzyloxy-5-fluorophenyl)-2-methoxycyclopentanol (21.7 g, 62%), as an oil.

1. customAfter repetition of the above reaction
2. customprepared
3. temperatureby heating
4. customThe mixture was evaporated
5. customthe residue was partitioned between diethyl ether and water
6. washThe organic layer was washed with water
7. dry with materialdried (MgSO4)
8. customevaporated
9. customThe residue was purified by column chromatography
10. additiona 9:1 v/v mixture of methylene chloride and diethyl ether as eluent