Reaktion #42018

Reaktionsgleichung

sodium bromate

4-methylbenzyl alcohol

ether

→

4-methylbenzoic acid

Ausbeute 96.0%

Lösungsmittel

acetonitrile water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Filtrationthe catalyst was filtered off
3. 3
   SonstigeThe organic layer was separated
4. 4
   Extraktionthe aqueous phase was extracted with ether (2×50 ml)
5. 5
   WaschenThe combined organic extracts were washed with water (25 ml)
6. 6
   Trocknendried with anhydrous magnesium sulphate
7. 7
   Einengenconcentrated

Vorschrift

A mixture of Ceiv catalyst from Example 47 (0.08 g), sodium bromate (0.3 g) and 4-methylbenzyl alcohol (0.24 g, 2 mmol) in acetonitrile:water (1:1, 10 ml) was stirred at 80° C. for 40 h under an atmosphere of nitrogen. On cooling ether (70 ml) was added and the catalyst was filtered off. The organic layer was separated and the aqueous phase was extracted with ether (2×50 ml). The combined organic extracts were washed with water (25 ml), dried with anhydrous magnesium sulphate and concentrated to give 4-methylbenzoic acid as a white solid (0.26 g, 96%). M.p. 178° C., lit. 180-182° C.

Quelle