反应 #1158800

反应方程式

N-methyl-N-methoxy-4-methyl-3-phenyl-pentaneamide

diisobutylaluminum hydride toluene

methanol

→

title compound

收率 124.2%

4-methyl-3-phenylpentanal

收率 124.2%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他was returned to room temperature
2. 2
   其他The organic layer was separated
3. 3
   workup.ADDITIONby adding diethyl ether, water
4. 4
   洗涤The resulting organic layer was washed with water and brine
5. 5
   干燥dried over anhydrous magnesium sulfate
6. 6
   过滤After filtering off the drying agent
7. 7
   其他the mixture was evaporated

实验过程

Under a nitrogen atmosphere, N-methyl-N-methoxy-4-methyl-3-phenyl-pentaneamide (215 mg) was dissolved in tetrahydrofuran (9.1 mL) at −78° C., and a diisobutylaluminum hydride/toluene solution (1.5 M, 1.2 mL) was added. After one hour, methanol (3 mL) was added to the reaction system, the temperature of the mixture was returned to room temperature after termination of foaming, and the mixture was continuously stirred. The organic layer was separated by adding diethyl ether, water and a 1N aqueous hydrochloric acid thereto. The resulting organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. After filtering off the drying agent, the mixture was evaporated, to give the title compound as a colorless oil (200 mg). The resulting compound was used for the next reaction without purification.

来源