反应详情

To an 100 ml tetrahydrofuran solution of 3.5 g of N-tert-butoxycarbonyl-4-piperidone, a 35 ml of 4-phenoxyphenyl magnesium bromide prepared from 4-bromodiphenyl ether (0.6 mol/l tetrahydrofuran solution) was dropwise added under ice cooling and the resultant mixture was stirred for 1 hour. To the reaction mixture was added a 30 ml of saturated aqueous ammonium chloride solution. The product was extracted with ether. The extract was washed with saturated saline, dried, filtered, then concentrated under reduced pressure to give a residue, which was then purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to give N-tert-butoxycarbonyl-4-(4-phenoxyphenyl)-4-piperidinol in an amount of 2.92 g (yield 45%).

1. additionwas dropwise added under ice cooling
2. extractionThe product was extracted with ether
3. washThe extract was washed with saturated saline
4. customdried
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customto give a residue, which
8. customwas then purified by silica gel column chromatography (hexane:ethyl acetate=3:1)