ChemicalBook CAS DataBase List N-Benzyl-3-(tert-butyldimethylsilanyloxymethyl)piperid-4-one

N-Benzyl-3-(tert-butyldimethylsilanyloxymethyl)piperid-4-one synthesis

4synthesis methods

Product Name:N-Benzyl-3-(tert-butyldimethylsilanyloxymethyl)piperid-4-one
CAS Number:325486-37-1
Molecular formula:C19H31NO2Si
Molecular Weight:333.54

214615-87-9 Synthesis

214615-87-9
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18162-48-6 Synthesis

18162-48-6
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N-Benzyl-3-(tert-butyldimethylsilanyloxymethyl)piperid-4-one

325486-37-1
17 suppliers
$198.00/1g

Yield:325486-37-1 62%

Reaction Conditions:

with 1H-imidazole in DMF (N,N-dimethyl-formamide) at 20; for 16 h;

Steps:

XXXIX

A mixture of 0.85 gm (3.87 mMol) 1-benzyl-3-hydroxymethyl-4-oxopiperidine, 0.026 gm (0.39 mMol) imidazole, and 0.701 gm 4.65 mMol) tert-butyldimethylsilyl chloride in dimethylformamide was stirred at room temperature for 16 hours. The reaction mixture diluted with 300 mL ethyl acetate and was washed sequentially with 3 x 200 mL deionized water and 100 mL saturated aqueous sodium chloride. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatograpy, eluting with hexanes containing from 0-25% ethyl acetate. Fractions containing product were combined and concentrated under reduced pressure to provide 0.805 gm (62%) of the title compound. ISMS: m/e = 334 (M+H).

References:

EP1204659,2003,B1 Location in patent:Page/Page column 28