3-[3-(3-Thienyl)phenyl]-1-propanol → 3-[3-(3-Thienyl)phenyl]propanal
Reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[C:8]([CH2:12][CH2:13][CH2:14][OH:15])[CH:9]=[CH:10][CH:11]=2)=[CH:2]1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)(Cl)Cl>[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[C:8]([CH2:12][CH2:13][CH:14]=[O:15])[CH:9]=[CH:10][CH:11]=2)=[CH:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
150 mg of the resulting alcohol compound was dissolved in 5 ml of chloroform, and 222 mg of pyridinium chlorochromate was added. The mixture was stirred overnight at room temperature, and then the s precipitate was removed by filtration. The filtrate was Worked up in a customary manner, and the product was purified by silica gel column chromatography [hexane/ethyl acetate=5/1] to give 115 mg Of the captioned compound as a colorless oil.
Workup
- customthe s precipitate was removed by filtration
- customthe product was purified by silica gel column chromatography [hexane/ethyl acetate=5/1]
Sources & evidence
- ORD record
- ord-814ca39d43374f18801468b9cb618ea7
- Source dataset
- uspto-grants-1994_04
- Patent number
- US05306728
Reaction notes
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