反应详情

4-Methyl-4-nitrovaleronitrile (10.4 g, 13 mmol) was dissolved in methylene chloride (100 ml) and 1M diisobutyl aluminum hydride-hexane solution (100 ml) was added dropwise at −50° C. The mixture was stirred for 0.5 h, and water (8 ml) was added gradually, after which magnesium sulfate (5.0 g) was added. The mixture was filtrated and 1N hydrochloric acid (50 ml) was added. The mixture was stirred for 0.5 h and the layers were separated. The organic layer was washed with saturated brine and the solvent was evaporated. The residue was dried to give oily 4-methyl-4-nitropentanal (6.9 g, 48 mmol).

1. filtrationThe mixture was filtrated
2. addition1N hydrochloric acid (50 ml) was added
3. stirringThe mixture was stirred for 0.5 h
4. customthe layers were separated
5. washThe organic layer was washed with saturated brine
6. customthe solvent was evaporated
7. customThe residue was dried