m-Chloroperbenzoic acid → (2'-Benzenesulfinylmethyl-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid

HRID 38695Notes

Reaction equation

HRID 38695 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][C:10]=2[CH2:19][S:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:7][C:6]([CH2:27][C:28]([OH:30])=[O:29])=[CH:5][CH:4]=1.ClC1C=C(C=CC=1)C(OO)=[O:36]>ClCl>[C:21]1([S:20]([CH2:19][C:10]2[CH:11]=[C:12]([C:15]([F:18])([F:16])[F:17])[CH:13]=[CH:14][C:9]=2[C:8]2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[C:6]([CH2:27][C:28]([OH:30])=[O:29])[CH:7]=2)=[O:36])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 45136825(6-Methoxy-2'-phenylsulfanylmethyl-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid

Product 1

HCID 45280348(2'-Benzenesulfinylmethyl-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid

Reagents, catalysts & solvents 1

HCID 24526ChlorineSolvent

Procedure

To (6-methoxy-2′-phenylsulfanylmethyl-4′-trifluoromethyl-biphenyl-3-yl)-acetic acid (0.030 g, 0.07 mmol) in CH2 Cl2 was added 3-chloroperoxybenzoic acid (0.015 g, 0.07 mmol), and the reaction was stirred at room temperature for 20 minutes. The mixture was concentrated, and the residue was purified by preparative HPLC to give the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-6bf1aaa5092049619ee7e417e4db224b
Source dataset
uspto-grants-2013_09
Patent number
US08524748B2

Reaction notes

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