Hydrochloric Acid → 3-Isobutylbenzaldehyde

Temperature

25 °C

To a solution of 3-isobutylbenzonitrile (7.0 g) in toluene (150 ml) was added a 1.5M solution of diisobutylaluminum hydride in toluene (88 ml) at 25° C. over 30 minutes and the mixture was stirred at 25° C. for 2 hours. Another 1.5M solution of diisobutylaluminum hydride in toluene (30 ml) was added, and the mixture was stirred at 25° C. for 1 hour. The mixture was poured into a mixture of ether, aqueous ammonium chloride and 1N hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (150 g) eluting with a mixture of toluene and hexane (2:1) to give 3-isobutylbenzaldehyde (4.72 g) as a colorless oil.

1. stirringthe mixture was stirred at 25° C. for 1 hour
2. customThe organic layer was separated
3. washwashed with water and brine
4. dry with materialdried over magnesium sulfate
5. customAfter evaporation of the solvent
6. customthe residue was chromatographed on silica gel (150 g)
7. washeluting with a mixture of toluene and hexane (2:1)

ORD record

ord-565027150ed64f93bceef2bae6647d2c

Source dataset

uspto-grants-1994_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05312829