反应 #457003

反应方程式

methyl 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzoate

diisobutylaluminum hydride toluene

diisobutylaluminum hydride toluene

→

3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzyl alcohol

收率 90.0%

溶剂

toluene

反应条件

后处理

1. 1
   workup.WAITto proceed for an additional 5 min

实验过程

According to example 184, 5.00 g of methyl 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzoate was reduced using 31.8 mL of 1M diisobutylaluminum hydride/toluene and 50 mL of anhydrous toluene. Analysis of the reaction mixture by tlc after 30 min indicated some remaining starting material. To ensure complete reduction, an additional 5 mL of 1M diisobutylaluminum hydride/toluene was added and the reaction was allowed to proceed for an additional 5 min. Work-up in the usual manner afforded 4.11 g (90%) of 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzyl alcohol as a cloudy oil. The product was used without further purification.

来源