Réaction #2028887

ord-9b9dc4fd40474022806e97056924a4ff

Équation de réaction

Cl
hydrochloric acid
CCOC=O
Ethyl formate
CC(=O)c1ccc(Cl)cc1
4′-chloroacetophenone
C[O-].[Na+]
Sodium methoxide
O=CCC(=O)c1ccc(Cl)cc1
yellow oil
Rendement 100.2%
O=CCC(=O)c1ccc(Cl)cc1
3-[4-(chloro)phenyl]-propane-1,3-dione
Rendement 100.2%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe phases were separated
  2. 2
    Lavagethe ethereal solution washed with brine
  3. 3
    Séchagedried over magnesium sulfate
  4. 4
    Filtrationfiltered
  5. 5
    Concentrationconcentrated in vacuo

Mode opératoire

Ethyl formate (8.15 g, 0.11 mol) and 4′-chloroacetophenone (15.4 g, 0.1 mol) were stirred in ether (150 mL) at room temperature. Sodium methoxide (25%) (23.77 g, 0.11 mol) was added dropwise. The mixture was stirred at room temperature for 16 hours and was then treated with 150 mL of 1N hydrochloric acid. The phases were separated and the ethereal solution washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo to afford 18.3 g of a yellow oil. The resulting crude mixture was used directly in the next step without purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE044048E1uspto-grants-2013_03