Diethyl Ether → 1-Phenylcyclopentane-1-carbaldehyde

Temperature

0 °C

To a solution of 1-phenyl-1-cyclopentanecarbonitrile (7.0 g, 41 mmol) in n-heptane (100 ml) cooled to -30° C. was dropwise added a 1M solution of diisobutylaluminium hydride in n-heptane (82 ml, 82 mmol). The mixture was stirred at -30° C. for 1 h and at 0° C. for 1 h. The mixture was diluted with diethylether (100 ml) and silica gel (60 g) was carefully added keeping the temperature below -30° C. The mixture was then allowed to warm to room temperature and then stirred for 20 h. After filtration the filtrate was washed with water (2×100 ml) and dried (MgSO4). The solvent was evaporated in vacuo to give 3.45 g of the crude 1-phenyl-1-cyclopentanecarboxaldehyde.

1. additionwas carefully added
2. customthe temperature below -30° C
3. temperatureto warm to room temperature
4. stirringstirred for 20 h
5. filtrationAfter filtration the filtrate
6. washwas washed with water (2×100 ml)
7. dry with materialdried (MgSO4)
8. customThe solvent was evaporated in vacuo

ORD record

ord-020f092eac624a48ae5efe3b67596a66

Source dataset

uspto-grants-1997_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05608069