Réaction #40917

ord-cf51c88887784dd4a140c68d1eeaed7a

Équation de réaction

CCOCC
diethyl ether
CCOC(=O)C1CCC(=O)CC1
4-oxo-cyclohexanecarboxylic acid ethyl ester
OCCO
ethylene glycol
Cc1ccc(S(=O)(=O)O)cc1
p-toluenesulfonic acid
CCOC(=O)C1CCC2(CC1)OCCO2
1,4-dioxa-spiro[4.5]decane-8-carboxylic acid ethyl ester

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Lavagewashed with water, sodium hydrogen carbonate solution and sodium chloride solution
  2. 2
    SéchageThe solution was dried (Na2SO4)
  3. 3
    Concentrationconcentrated by evaporation in vacuo
  4. 4
    Autrethe remaining colorless liquid was processed further without purification

Mode opératoire

4-oxo-cyclohexanecarboxylic acid ethyl ester (52.8 g, 0.31 mole, Merck, Order No. 814249), ethylene glycol (67.4 g, 1.08 mole) and p-toluenesulfonic acid (0.7 g) in toluene (160 ml) were stirred for 20 hours at RT, and the reaction solution was poured into diethyl ether (300 ml) and washed with water, sodium hydrogen carbonate solution and sodium chloride solution. The solution was dried (Na2SO4), concentrated by evaporation in vacuo, and the remaining colorless liquid was processed further without purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07728028B2uspto-grants-2010_06