Reaktion #170586

ord-3adff59fadee4f15adb97eab48785b0d

Reaktionsgleichung

COC(OC)N(C)C
N,N-dimethylformamide dimethylacetal
COC(C)(C=O)OC
methylglyoxal 1,1-dimethylacetal
CC(C)CO
isobutanol
COC(OC)C(=O)/C=C/N(C)C
title product
Ausbeute 48.0%
COC(OC)C(=O)/C=C/N(C)C
(E)-4-Dimethylamino-1,1-dimethoxy-but-3-en-2-one
Ausbeute 48.0%

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was then cooled
  2. 2
    Sonstigeevaporated
  3. 3
    SonstigePurification
  4. 4
    workup.DISTILLATIONby distillation

Vorschrift

A mixture of N,N-dimethylformamide dimethylacetal (86.0 g, 584 mmol) and methylglyoxal 1,1-dimethylacetal (85.6 g, 724 mmol) in isobutanol (500 mL) was heated at 100° C. overnight. The mixture was then cooled and evaporated. Purification by distillation afforded the title product (49.9 g, 48%) as an orange liquid. Bp 123-124° C. at 0.9 mbar. MS: m/e=174.4 [M+H]|.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846719B2uspto-grants-2014_09