反応 #76381

反応方程式

lithium aluminum hydride

4-pentylcyclohexanecarboxylic acid

→

(4-pentyl-cyclohexyl)-methanol

(4-Pentyl-cyclohexyl)-methanol

溶媒

diethyl ether

diethyl ether

反応条件

後処理

1. 1
   温度cooled to ice temperature
2. 2
   その他quenched slowly with water (1 mL/g LAH), 15% aqueous sodium hydroxide (1 mL/g LAH), and water (3 mL/g LAH) consecutively
3. 3
   workup.ADDITIONMgSO4 (5 g/100 mL reaction solution) was added to the reaction mixture
4. 4
   workup.STIRRINGstirred for 30 min
5. 5
   ろ過filtered through celite
6. 6
   濃縮concentrated in vacuo

実験手順

To a slurry of lithium aluminum hydride (2 equi.) in diethyl ether (4 mL/mmole), a solution of commercially available 4-pentylcyclohexanecarboxylic acid (20) (1 equi.) in diethyl ether (3 ml/mmole) was added at ice temperature over a period of 20 min. The reaction mixture was stirred at room temperature for 24 h, cooled to ice temperature, quenched slowly with water (1 mL/g LAH), 15% aqueous sodium hydroxide (1 mL/g LAH), and water (3 mL/g LAH) consecutively. MgSO4 (5 g/100 mL reaction solution) was added to the reaction mixture, stirred for 30 min, filtered through celite, and concentrated in vacuo to give (4-pentyl-cyclohexyl)-methanol (21) a colorless oil (95%).

出典