Reaktion #46264

Reaktionsgleichung

2-butoxy-2-oxoethanaminium chloride

triethylamine

diethyl oxalate

→

title material

Butyl N-[ethoxy(oxo)acetyl]glycinate

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe product mixture was cooled
2. 2
   Einengenconcentrated under vacuum
3. 3
   workup.DISSOLUTIONThe residue was dissolved in methylene chloride
4. 4
   Waschenwashed with two 4 L portions of water
5. 5
   TrocknenThe organic fraction was dried over anhydrous magnesium sulfate
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated under vacuum
8. 8
   SonstigeCollection and concentration of appropriate fractions

Vorschrift

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.

Quelle