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[1-(2-AMino-ethyl)-piperidin-4-yl]-carbaMic acid benzyl ester synthesis

5synthesis methods
-

Yield:-

Reaction Conditions:

with sodium hydrogencarbonate in tetrahydrofuran;water;

Steps:

1 Preparation of 1-(2-aminoethyl)-4-benzyloxycarbonylaminopiperidine

Preparation 1 Preparation of 1-(2-aminoethyl)-4-benzyloxycarbonylaminopiperidine To a cold (10° C.) stirred mixture of 4-amino-1-benzyl-piperidine (15.2 g, 80 mmol), sodium bicarbonate (9.54 g, 110 mmol), 310 mL tetrahydrofuran and 155 mL water, was added dropwise benzyl chloroformate (14.0 mL, 98 mmol). The resulting mixture was stirred at 5°-10° C. for 2 h. The reaction mixture was poured onto 1000 mL water. Extraction with ethyl acetate, washing with brine, drying and evaporation of the ethyl acetate gave a viscous oil. Trituration with hexanes provided 18.56 g of solid. Mp 74°-76° C. Mass spectrum, m+ =324.

References:

US5654320,1997,A