反应 #1824337

反应方程式

Ethyl 5,5-dimethylhexanoate

lithium aluminium hydride

→

5,5-dimethylhexanol

收率 77.8%

溶剂

THF

反应条件

后处理

1. 1
   其他before quenching with 2 ml 15% NaOH and 6 ml water
2. 2
   workup.ADDITIONbefore diluting with dichloromethane
3. 3
   过滤filtering through CELITE (RTM)
4. 4
   其他the solvent evaporated

实验过程

Ethyl 5,5-dimethylhexanoate (1.87 g) (prepared in Example 34 with esterification), was dissolved in 30 ml of THF and lithium aluminium hydride (2 g) added portionwise. The reaction was stirred for 2 hours at 0° C. before quenching with 2 ml 15% NaOH and 6 ml water before diluting with dichloromethane and filtering through CELITE (RTM) and the solvent evaporated to give 5,5-dimethylhexanol product (1.1 g) as a slightly volatile liquid. This alcohol was dissolved in 30 ml dichloromethane containing pyridinium chlorochromate and stirred at room temperature to convert it to the corresponding aldehyde, 5,5-dimethylhexanal.

来源