Hexane → 3-(Methylsulfonyl)benzaldehyde

HRID 1633982Notes

Reaction equation

HRID 1633982 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8][OH:9])(=[O:4])=[O:3].[Cr]([O-])(OCl)(=O)=O.[NH+]1C=CC=CC=1.CCCCCC.C(OCC)(=O)C>ClCCl>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH:8]=[O:9])(=[O:3])=[O:4]

Participants

6

Reactant 4

HCID 8058HexaneHCID 8857Ethyl AcetateHCID 23549738(3-Methanesulfonylphenyl)methanolHCID 178526120HCID 178526120, compound

Product 1

HCID 135966023-(Methylsulfonyl)benzaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-methylsulfonyl benzyl alcohol (3.5 g, 28.6 mmol) in dichloromethane (50 mL) was added pyridinium chloro chromate (PCC) (9.1 g, 42.2 mmol). The mixture was stirred at room temperature for 3 hours. After workup and column chromatography on silica gel eluting with hexane:ethyl acetate, 1:1, 3-methylsulfonylbenzaldehyde was obtained as white solid.

Sources & evidence

ORD record
ord-328ea86eca594315a1b426fda82faf25
Source dataset
uspto-grants-2003_01
Patent number
US06503949B1

Reaction notes

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