反应详情

A solution of 14.2 g (50 mmole) of 5-chloro-2-methoxy-4-(piperidin-1-yl)-phenylacetic acid in 50 ml of absolute tetrahydrofuran is added dropwise over a period of approximately 15 minutes to a suspension of 1.6 g (42 mmole) of lithium aluminium hydride in 90 ml of absolute tetrahydrofuran. The whole is subsequently stirred for a further 2 hours at 50°. After the addition of 50 ml of water, the whole is filtered over Hyflo and then washed with THF. The solvent is concentrated in a vacuum rotary evaporator and the residue is partitioned between ether and water. The ether phases are combined, dried over sodium sulphate and concentrated in a vacuum rotary evaporator. The residue is chromatographed over silica gel using chloroform/ethyl acetate (1:1) as eluant. Recrystallisation from ether/petroleum ether yields 2-[5-chloro-2-methoxy-4-(piperidin-1-yl)-phenyl]-ethanol having a melting point of 56°-57°.

1. filtrationthe whole is filtered over Hyflo
2. washwashed with THF
3. concentrationThe solvent is concentrated in a vacuum rotary evaporator
4. customthe residue is partitioned between ether and water
5. dry with materialdried over sodium sulphate
6. concentrationconcentrated in a vacuum rotary evaporator
7. customThe residue is chromatographed over silica gel
8. customRecrystallisation from ether/petroleum ether