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ChemicalBook CAS DataBase List 1-Benzyl-3-ethyl-piperidin-4-one

1-Benzyl-3-ethyl-piperidin-4-one synthesis

9synthesis methods
-

Yield:40748-71-8 79%

Reaction Conditions:

with potassium carbonate in tetrahydrofuran at 0 - 20; for 16.33 h;

Steps:

VI Benzylation

A mixture of 7.0 gm (54.8 mMol ) 3-ethyl-4-oxopiperidine and 22.7 gm (164.4 mMol) potassium carbonate in 100 mL tetrahydrofuran was cooled to 0°C with vigorous stirring. A solution of 9.2 gm (53.7 mMol) benzyl bromide in 20 mL tetrahydrofuran was added dropwise over 20 minutes. The reaction mixture was then allowed to warm gradually to room temperature. After about 16 hours the reaction mixture was diluted with water and was extracted with 2 x 250 mL dichloromethane. The organic phases were combined, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with a gradient of hexane containing from 5-15% ethyl acetate. Fractions containing product were combined and concentrated under reduced pressure to provide 9.4 gm (79%) of the title compound as a light yellow oil.

References:

EP1204660,2004,B1 Location in patent:Page 14