Reaktion #9723

ord-ac4f6997785540cfabd1e40607d0df66

Reaktionsgleichung

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

Reaktionsbedingungen

Temperatur
40°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe organic layer was collected
  2. 2
    Waschenwashed twice with water and brine
  3. 3
    Trocknendried over sodium sulfate
  4. 4
    Filtrationfiltered
  5. 5
    Einengenthe filtrate concentrated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091237B2uspto-grants-2006_08