Dimethyl Sulfoxide → HCID 21948894, compound

HRID 1444429Notes

Reaction equation

HRID 1444429 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH3:21])=[C:6]([C:8]([CH3:19])([CH3:18])[CH2:9][CH:10]([C:14]([F:17])([F:16])[F:15])[CH:11](O)[OH:12])[CH:7]=1.C(Cl)(=O)C(Cl)=[O:24].CS(C)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH3:21])=[C:6]([C:8]([CH3:19])([CH3:18])[CH2:9][C:10]([OH:24])([C:14]([F:17])([F:16])[F:15])[CH:11]=[O:12])[CH:7]=1

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 65578Oxalyl chlorideHCID 68679563HCID 68679563, compound

Product 1

HCID 21948894HCID 21948894, compoundYield 98.4%

Procedure

2 g (6.12 mmol) of 4-(5-chloro-2-methoxyphenyl)-hydroxy-4-methyl-2-trifluoromethyl-pentan-1-ol is oxidized with 854.6 mg (6.733 mmol) of oxalyl chloride and 1.05 ml (14.812 mmol) of DMSO as described in Example 2 according to Swern. After the working-up, 1.95 g (98.4%) of the desired aldehyde is obtained, which is incorporated in crude form into the next stage.

Sources & evidence

ORD record
ord-9c6f8bcfe6944c0684f74e1d884ac7c4
Source dataset
uspto-grants-2010_02
Patent number
US07662821B2

Reaction notes

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