{4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}methanol → 4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzaldehyde

HRID 1836551Notes

Reaction equation

HRID 1836551 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][C:10]=1[S:17]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.[O-2].[Mn+4].[O-2]>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]=[O:16])=[CH:11][C:10]=1[S:17]([C:20]1[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=1)(=[O:19])=[O:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 23499600{4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}methanol

Product 1

HCID 234995924-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

2.1 g (5.64 mmol) of {4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}methanol (Example V) are dissolved in 25 ml of dichloromethane. At room temperature, 4.9 g (56.39 mmol) of manganese(IV) oxide are added. The mixture is stirred at room temperature overnight. The reaction mixture is then filtered through Celite and the solvent is removed under reduced pressure. This gives 1.82 g (86% of theory) of 4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzaldehyde.

Workup

  1. filtrationThe reaction mixture is then filtered through Celite
  2. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-f49d8ed7679a451aa4d97acb07ce86c0
Source dataset
uspto-grants-2004_08
Patent number
US06777442B2

Reaction notes

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