Reacción #4529

ord-9b0ce90354764aed88d683b8b0a391d1

Ecuación de reacción

CC(Cl)OC(=O)OCc1ccco1
α-chloroethyl furfuryl carbonate
CCOC(=O)CN
ethyl glycinate
O
water
[Cl-].[Na+]
NaCl
CCOC(=O)CNC(=O)OCc1ccco1
expected product
Rendimiento 66.0%
CCOC(=O)CNC(=O)OCc1ccco1
ethyl furfuryloxycarbonyl-glycinate
Rendimiento 66.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturamaintained at between 5° and 10° C
  2. 2
    Otroto come to room temperature
  3. 3
    Extracciónthe mixture is extracted with 3×40 ml of ethyl ether
  4. 4
    Secadodried over magnesium sulphate

Procedimiento

2.05 g (10 mmol) of α-chloroethyl furfuryl carbonate are added to a solution of 1.03 g (10 mmol) of ethyl glycinate in 6 ml of THF and 4 ml of 0.5M potassium carbonate solution maintained at between 5° and 10° C. The mixture is allowed to come to room temperature and is stirred for 18 hours. 50 ml of water saturated with NaCl are added and the mixture is extracted with 3×40 ml of ethyl ether. The organic phases are combined and dried over magnesium sulphate. After removal of the solvent and distillation, 1.5 g (66% yield) of the expected product is collected.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04725680uspto-grants-1988_02