反応 #6607

反応方程式

sodium sulfate

diisobutylaluminum hydride

4-cyanobenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ether

tartaric acid

→

title compound

4-Formylbenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ether

溶媒

ether

反応条件

後処理

1. 1
   その他the phases were separated
2. 2
   抽出The aqueous phase was extracted with ether
3. 3
   抽出the organic extract
4. 4
   洗浄was washed with saturated tartaric acid solution and water
5. 5
   乾燥dried over Na2SO4
6. 6
   濃縮concentrated
7. 7
   その他Recrystallization from reethanol

実験手順

15.5 ml (19.7 mmol) of diisobutylaluminum hydride solution (20% in hexane) were added dropwise under nitrogen to a solution of 3 g (9.4 mmol) of 4-cyanobenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ether in 40 ml of dry ether at 25° C. The mixture was stirred at 25° C. for 40 min and then 250 ml of saturated tartaric acid solution were added dropwise. Subsequently, a little sodium sulfate solution was added, and the phases were separated. The aqueous phase was extracted with ether, and the organic extract was washed with saturated tartaric acid solution and water, dried over Na2SO4 and concentrated. Recrystallization from reethanol resulted in 1.4 g of the title compound of melting point 102°-104° C.

出典