Reacción #46264

Ecuación de reacción

2-butoxy-2-oxoethanaminium chloride

triethylamine

diethyl oxalate

→

title material

Butyl N-[ethoxy(oxo)acetyl]glycinate

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe product mixture was cooled
2. 2
   Concentraciónconcentrated under vacuum
3. 3
   workup.DISSOLUTIONThe residue was dissolved in methylene chloride
4. 4
   Lavadowashed with two 4 L portions of water
5. 5
   SecadoThe organic fraction was dried over anhydrous magnesium sulfate
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated under vacuum
8. 8
   OtroCollection and concentration of appropriate fractions

Procedimiento

A mixture of 2-butoxy-2-oxoethanaminium chloride (573.5 g, 3.42 mol), triethylamine (415 g, 4.1 mol), and diethyl oxalate (1.0 kg, 6.8 mol) in ethanol (7 L) was heated at 50° C. for 3 hours. The product mixture was cooled and concentrated under vacuum. The residue was dissolved in methylene chloride and washed with two 4 L portions of water. The organic fraction was dried over anhydrous magnesium sulfate, filtered, and concentrated under vacuum. The residual oil was subjected to column chromatography on silica gel eluting with heptane/ethyl acetate gradient. Collection and concentration of appropriate fractions provided the title material.

Fuente