反応 #2195474

反応方程式

lithium diisopropylamide

cyclo-hexane ethylbenzene THF

hydrochloric acid

→

diphenyl-methanol

収率 83.0%

diphenylmethanol

収率 83.0%

溶媒

THF

THF

反応条件

後処理

1. 1
   workup.ADDITIONare added to the batch
2. 2
   抽出The aqueous phase is extracted with MTB ether
3. 3
   洗浄the organic phase is washed with sat. sodium chloride solution
4. 4
   乾燥dried over sodium sulfate
5. 5
   その他evaporated

実験手順

16.1 ml (120 mmol) of a 2M solution of lithium diisopropylamide in cyclo-hexane/ethylbenzene/THF are added under nitrogen and at −70° C. to a solution of 24.0 g (110 mmol) of the aromatic compound 24 in 150 ml of THF. After 1.5 hours at the low temperature, 22.1 g (100 mmol) of the aldehyde 23, dissolved in 50 ml of THF, are added to the batch. After 3 hours at −70° C., the batch is warmed to room temperature, hydrolysed and acidified using hydrochloric acid. The aqueous phase is extracted with MTB ether, and the organic phase is washed with sat. sodium chloride solution, dried over sodium sulfate, evaporated and passed through silica gel (MTB ether/n-heptane 1:10), giving 40.2 g (83%) of the diphenyl-methanol 25.

出典