Reaktion #5019

ord-9551d7b99ad4419ca95993482a6ed9e7

Reaktionsgleichung

O=C(O)[C@H]1CC[C@@H](C(=O)O)CC1
cis-cyclohexane-1,4-dicarboxylic acid
→
O=C1OC(=O)C2CCC1CC2
title compound
Ausbeute 97.0%
O=C1OC(=O)C2CCC1CC2
3-Oxabicyclo[3.2.2]nonan-2,4-dione
Ausbeute 97.0%

Edukte

O=C(O)[C@H]1CC[C@@H](C(=O)O)CC1
cis-cyclohexane-1,4-dicarboxylic acid

Reagenzien

Keine

Lösungsmittel

CC(=O)OC(C)=O
acetic anhydride

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturunder reflux for 2.5 hours
  2. 2
    SonstigeThe solvent was removed by evaporation in vacuo
  3. 3
    Sonstigethe residue was triturated under diethyl ether several times
  4. 4
    SonstigeThe residue was dried under high vacuum

Vorschrift

A solution of 2.9 g of cis-cyclohexane-1,4-dicarboxylic acid in 25 ml of acetic anhydride was heated under reflux for 2.5 hours. The solvent was removed by evaporation in vacuo, and the residue was triturated under diethyl ether several times. The residue was dried under high vacuum to give 2.5 g (97% yield) of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05242911uspto-grants-1993_09