m-Chloroperbenzoic acid → 4-(4-(2-Quinolinylmethylsulfinyl)phenoxymethyl)benzoic acid

HRID 345932

Reaction equation

HRID 345932 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][S:12][C:13]1[CH:29]=[CH:28][C:16]([O:17][CH2:18][C:19]2[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1.ClC1C=CC=C(C(OO)=[O:38])C=1.C(=O)([O-])O.[K+]>ClC=CCl>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][S:12]([C:13]1[CH:29]=[CH:28][C:16]([O:17][CH2:18][C:19]2[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:26][CH:27]=2)=[CH:15][CH:14]=1)=[O:38]

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516893Potassium BicarbonateHCID 147741604-(4-(2-Quinolinylmethylthio)phenoxymethyl)benzoic acid

Product 1

HCID 147741614-(4-(2-Quinolinylmethylsulfinyl)phenoxymethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 109001,2-DichloroethyleneSolvent

Procedure

4-(4-(2-quinolinylmethylthio)phenoxymethyl)benzoic acid (4 mmol) in dichloroethene (50 ml) is stirred with m-chloroperbenzoic acid (4 mmol) and solid potassium hydrogen carbonate (1.0 g). The reaction is assayed by TLC and upon consumption of the starting thio compound, the mixture is filtered, washed with dilute aqueous sodium bisulfite, dried and evaporated to give 4-(4-(2-quinolinylmethylsulfinyl)phenoxymethyl)benzoic acid.

Workup

  1. customThe reaction is assayed by TLC and upon consumption of the starting thio compound
  2. filtrationthe mixture is filtered
  3. washwashed with dilute aqueous sodium bisulfite
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-54e328f7401f469a93cbcf62da657876
Source dataset
uspto-grants-1991_10
Patent number
US05059610

Linked notes

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