Reacción #1689

ord-bbd17ea5df144cd0a50c633bd92af129

Ecuación de reacción

Cl
HCl
NCCc1ccccc1
phenethylamine
CCN(CC)CC
triethylamine
COC(=O)Cl
methyl chloroformate
COC(=O)NCCc1ccccc1
title compound
Rendimiento 95.0%
COC(=O)NCCc1ccccc1
N-Methoxycarbonylphenethylamine
Rendimiento 95.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    LavadoThe organic layer was washed with water
  2. 2
    Secadodried (MgSO4)
  3. 3
    Filtraciónfiltered
  4. 4
    Concentraciónthe filtrate was concentrated in vacuo

Procedimiento

To a stirred solution of phenethylamine (75.2 mL, 0.6 mol) and triethylamine (83 mL, 0.6 mol) in THF (500 mL) was added slowly methyl chloroformate 46.2 mL, 0.6 mol) dissolved in THF (50 mL). After the reaction was stirred for an additional 1 h at room temperature, diethyl ether (2 L) and 1N HCl (800 mL) were added. The organic layer was washed with water, dried (MgSO4), filtered, and the filtrate was concentrated in vacuo to give a clear oil of pure title compound (102 g, 95%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726159uspto-grants-1998_03