Tetrabutylammonium Fluoride → (1-Benzylpiperidin-2-yl)methanol

To an ice-cooled THF solution of tetrabutylammonium fluoride (1M, 3.2 ml) was dropwise added a THF (2 ml) solution of 1-benzyl-2-(tert-butyldimethylsilyloxymethyl)-piperidine (1.00 g, 3.2 mmol). After stirring at room temperature for 2 hours, a reaction solution was poured onto water followed by extraction with ethyl acetate (30 ml). The extract was washed successively with water and saturated aqueous sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The crude product thus obtained was purified by a column chromatography on silica gel (SiO2 : 20 g, CHCl3) to afford 0.41 g of the title compound.

1. additiona reaction solution was poured onto water
2. extractionfollowed by extraction with ethyl acetate (30 ml)
3. washThe extract was washed successively with water and saturated aqueous sodium chloride
4. dry with materialdried over anhydrous magnesium sulfate
5. customThe solvent was removed under reduced pressure
6. customThe crude product thus obtained
7. customwas purified by a column chromatography on silica gel (SiO2 : 20 g, CHCl3)

ORD-Eintrag

ord-51054db7224a4378b2d663af651870ed

Quelldatensatz

uspto-grants-1992_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05124324