4-(4-Chlorophenyl)butan-1-ol → 4-(4-Chlorophenyl)butanal
Reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][CH2:21][CH2:22][OH:23])=[CH:15][CH:14]=1>C(Cl)Cl>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][CH2:21][CH:22]=[O:23])=[CH:17][CH:18]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of pyridinium chlorochromate (PCC) (5 g) in CH2Cl2 (200 mL) and 4 angstrom molecule sieves (5 g) was added the alcohol (2 g) (Step II). The mixture was stirred 2 hr at RT, filtered through celite and evaporated. Flash chromatography using 25% ethyl acetate in hexane afforded the title compound.
Workup
- filtrationfiltered through celite
- customevaporated
Sources & evidence
- ORD record
- ord-87a7ecd7861b41da8240b4e00a100531
- Source dataset
- uspto-grants-1993_08
- Patent number
- US05232916
Reaction notes
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