反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a solution of trans-3-{4-[2-(tert-butoxycarbonyl-methyl-amino)-ethyl]-cyclohexyl}-propionic acid ethyl ester in 40 ml of tetrahydrofuran was added under ice-cooling 547 mg (14.0 mmol) of lithium aluminium hydride in small portions. The reaction mixture was then stirred for 1 hour at room temperature. To destroy the excess of lithium aluminium hydride, 50 ml of brine was added to the reaction mixture under ice-cooling. It was then partitioned between ether and water, the organic layer was dried over magnesium sulfate and concentrated under reduced pressure giving 3.35 g (100% over 2 stepts) nearly pure trans-{2-[4-(3-hydroxy-propyl)-cyclohexyl]-ethyl}-methyl-carbamic acid tert-butyl ester as colorless viscous oil, MS. 317 (MNH4+).
WORKUP
后处理
- customTo destroy the excess of lithium aluminium hydride, 50 ml of brine
- additionwas added to the reaction mixture under ice-
- temperaturecooling
- customIt was then partitioned between ether and water
- dry with materialthe organic layer was dried over magnesium sulfate
- concentrationconcentrated under reduced pressure