Lithium Hydroxide → 4-(4-Bromo-2-methylphenyl)-2-methyl-2-(methylsulfonyl)butanoic acid

HRID 533513Notes

Reaction equation

HRID 533513 reaction equation
BrC1C=CC(CCC(C)(S(C)(=O)=O)C(O)=O)=CC=1.C([O:21][C:22](=[O:39])[C:23]([S:35]([CH3:38])(=[O:37])=[O:36])([CH3:34])[CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([Br:32])=[CH:28][C:27]=1[CH3:33])C.[OH-].[Li+]>O>[Br:32][C:29]1[CH:30]=[CH:31][C:26]([CH2:25][CH2:24][C:23]([CH3:34])([S:35]([CH3:38])(=[O:37])=[O:36])[C:22]([OH:39])=[O:21])=[C:27]([CH3:33])[CH:28]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 66577906(+/-)-4-(4-Bromophenyl)-2-methyl-2-(methylsulfonyl)butanoic acidHCID 665780324-(4-Bromo-2-methyl-phenyl)-2-methanesulfonyl-2-methyl-butyric acid ethyl ester

Product 1

HCID 665779334-(4-Bromo-2-methylphenyl)-2-methyl-2-(methylsulfonyl)butanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was synthesized according to the general procedure of Preparation Number 2, Step 3, for the preparation of (II) except that 4-(4-bromo-2-methyl-phenyl)-2-methanesulfonyl-2-methyl-butyric acid ethyl ester was used instead of (+/−)-ethyl 4-(4-bromophenyl)-2-methyl-2-(methylsulfonyl)butanoate and that the lithium hydroxide was dissolve in water prior to addition. Yield: 3.259 (81.2%).

Workup

  1. additionto addition

Sources & evidence

ORD record
ord-af1273a85eff41ab847c9b53793c7435
Source dataset
uspto-grants-2014_10
Patent number
US08853258B2

Reaction notes

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