m-Chloroperbenzoic acid → HCID 14995012, compound

HRID 729033Notes

Reaction equation

HRID 729033 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]([CH2:17][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]([CH2:17][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 14995011HCID 14995011, compound

Product 1

HCID 14995012HCID 14995012, compound

Reagents, catalysts & solvents 1

HCID 109001,2-DichloroethyleneSolvent

Procedure

4-(4-(2-quinolinylmethylthio)phenethyl)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 byTLC 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)phenethyl)benzoic acid.

Workup

  1. customThe reaction is assayed byTLC 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-1434610c62f248688599f5fd8eae2f7d
Source dataset
uspto-grants-1991_09
Patent number
US05051427

Reaction notes

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