Réaction #9723

ord-ac4f6997785540cfabd1e40607d0df66

Équation de réaction

O=C(OO)c1cccc(Cl)c1
m-chloroperbenzoic acid
[I-].[K+]
potassium iodide
CCOC(=O)C(C)(C)Oc1ccc(C(C)=O)cc1C
ethyl 2-(4-acetyl-2-methylphenoxy)-2-methylpropanoate
CCOC(=O)C(C)(C)Oc1ccc(C(C)=O)cc1C
intermediate 8
CCOC(=O)C(C)(C)Oc1ccc(C(C)=O)cc1C
ethyl 2-(4-acetyl-2-methylphenoxy)-2-methylpropanoate
Cc1ccc(S(=O)(=O)O)cc1
4-toluenesulphonic acid
CCOC(=O)C(C)(C)Oc1ccc(OC(C)=O)cc1C
title compound
CCOC(=O)C(C)(C)Oc1ccc(OC(C)=O)cc1C
ethyl 2-[4-(acetyloxy)-2-methylphenoxy]-2-methylpropanoate

Conditions de réaction

Température
40°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe organic layer was collected
  2. 2
    Lavagewashed twice with water and brine
  3. 3
    Séchagedried over sodium sulfate
  4. 4
    Filtrationfiltered
  5. 5
    Concentrationthe filtrate concentrated

Mode opératoire

A solution of ethyl 2-(4-acetyl-2-methylphenoxy)-2-methylpropanoate (intermediate 8, 37.33 g) in dichloromethane (650 ml) was treated with 4-toluenesulphonic acid (2.75 g) followed by m-chloroperbenzoic acid (60.5 g) and the mixture warmed to 40° C. and stirred under nitrogen for 19 hours. The cooled mixture was treated with dichloromethane (350 ml) and the resulting mixture added to aqueous potassium iodide (1000 ml, 10% solution). The organic layer was collected and washed twice with water and brine, then dried over sodium sulfate, filtered and the filtrate concentrated to give the title compound as an orange oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07091237B2uspto-grants-2006_08