Reacción #1172

ord-554bd9dd465641989667d60605d8d5a8

Ecuación de reacción

OC1CCNCC1
4-Hydroxypiperidine
CCN(CC)CC
Et3N
O=C(Cl)OCc1ccccc1
benzyl chloroformate
CO.ClC(Cl)Cl
CHCl3 MeOH
O=C(OCc1ccccc1)N1CCCCC1
N-Cbz-piperidine
Rendimiento 59.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added

Procedimiento

4-Hydroxypiperidine (10.8 g, 107 mmol) and Et3N (17 mL, 123 mmol) in 80 mL of CH2Cl2 was cooled in an ice bath whereupon benzyl chloroformate (16.3 mL, 114 mmol) was added. After stirring 1.5 h at R.T. the mixture was subjected to standard work-up conditions to give 13.9 g (55%) of N-Cbz-piperidine after chromatography (CHCl3 /MeOH; 10:1). [1H]-NMR(CDCl3) consistent with structure.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723490uspto-grants-1998_03