Reaktion #215948

ord-d941b562e9e741e18993d315dafbeac5

Reaktionsgleichung

C=C(C)C(=C)C
2,3-dimethylbutadiene
COC(=O)C#CC(=O)OC
dimethyl acetylenedicarboxylate
COC(=O)C1=C(C(=O)OC)CC(C)=C(C)C1
title compound
Ausbeute 78.0%
COC(=O)C1=C(C(=O)OC)CC(C)=C(C)C1
Dimethyl 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylate
Ausbeute 78.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered
  2. 2
    SonstigeThe filtered solid was recrystallised from diethyl ether

Vorschrift

2,3-dimethylbutadiene (9.84 g, 0.12 mol) and dimethyl acetylenedicarboxylate (14.29, 0.1 mol) were stirred together in water (50 ml) at 60° C. for 24 hours. The emulsion was cooled to room temperature and filtered. The filtered solid was recrystallised from diethyl ether to give the title compound In 78% yield. N.m.r: δH (90 MHz, CDCl3) 3.70 (s,6H), 1.71 ppm (s,6H)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05464873uspto-grants-1995_11