反应 #6607

反应方程式

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

溶剂

ether

反应条件

后处理

1. 1
   其他the phases were separated
2. 2
   萃取The aqueous phase was extracted with ether
3. 3
   萃取the organic extract
4. 4
   洗涤was washed with saturated tartaric acid solution and water
5. 5
   干燥dried over Na2SO4
6. 6
   浓缩concentrated
7. 7
   其他Recrystallization from reethanol

实验过程

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.

来源