benzyl 4-acetylpiperidine-1-carboxylate

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benzyl 4-acetylpiperidine-1-carboxylate Basic information
Product Name:benzyl 4-acetylpiperidine-1-carboxylate
Synonyms:benzyl 4-acetylpiperidine-1-carboxylate;4-Acetyl-piperidine-1-carboxylic acid benzyl ester;1-Cbz-4-acetylpiperidine;1-Piperidinecarboxylic acid, 4-acetyl-, phenylmethyl ester;1-(1-Cbz-4-piperidyl)ethanone;N-CBZ-4-acetylpiperidine
CAS:160809-34-7
MF:C15H19NO3
MW:261.32
EINECS:
Product Categories:
Mol File:160809-34-7.mol
benzyl 4-acetylpiperidine-1-carboxylate Structure
benzyl 4-acetylpiperidine-1-carboxylate Chemical Properties
Boiling point 397.6±42.0 °C(Predicted)
density 1.150±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka-2.28±0.40(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
benzyl 4-acetylpiperidine-1-carboxylate Usage And Synthesis
ApplicationBenzyl 4-acetylpiperidine-1-carboxylate is a useful research chemical.
Synthesis
BENZYL 4-(N-METHOXY-N-METHYLCARBAMOYL)PIPERIDINE-1-CARBOXYLATE

148148-48-5

Methylmagnesium Bromide

75-16-1

benzyl 4-acetylpiperidine-1-carboxylate

160809-34-7

To a stirred solution of 1-Cbz-N-methoxy-N-methyl-4-piperidinecarboxamide (27.83 g, 0.091 mol) in anhydrous THF (1100 mL) was slowly added methylmagnesium bromide (84 mL, 1.4 M THF/toluene solution) through an addition funnel at a controlled temperature of 15°C for 30 min. The reaction mixture was continued to be stirred at the same temperature for 30 min, followed by quenching the reaction with 1N HCl and water (100 mL each) at 0°C. The aqueous layer was separated and extracted with ethyl acetate (100 mL x 2). The organic layers were combined, washed sequentially with water and brine, and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by concentration under reduced pressure to obtain benzyl 4-acetylpiperidine-1-carboxylate (23.68 g, quantitative yield), which was a light yellow oil, solidified after standing, and could be used for the next reaction without further purification. Mass spectrum (ES+): 262 (M+H)+.

References[1] Patent: WO2003/99808, 2003, A1. Location in patent: Page 47-48
benzyl 4-acetylpiperidine-1-carboxylate Preparation Products And Raw materials
Raw materialsBenzyl 4-(N-methoxy-N-methylcarbamoyl)piperidine-1-carboxylate-->Methylmagnesium Bromide
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