反応 #42015

反応方程式

sodium bromate

benzyl alcohol

ether

→

benzoic acid

収率 90.0%

溶媒

acetonitrile water

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   ろ過the catalyst was filtered off
3. 3
   その他The organic layer was separated
4. 4
   抽出the aqueous phase was extracted with ether (2×50 ml)
5. 5
   洗浄The combined organic extracts were washed with water (25 ml)
6. 6
   乾燥dried with anhydrous magnesium sulphate
7. 7
   濃縮concentrated

実験手順

A mixture of Ceiv catalyst from Example 47 (0.08 g), sodium bromate (0.3 g) and benzyl alcohol (0.216 g, 2 mmol) in acetonitrile:water (5:7, 12 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 benzoic acid as a white solid (0.22 g, 90%). M.p. 120° C., lit. 120-122° C.

出典