4-(Chloromethyl)phenylacetic acid → p-Sulfomethylphenylacetic acid

HRID 26262Notes

Reaction equation

HRID 26262 reaction equation
[S:1](=[O:4])([OH:3])[O-:2].[Na+].Cl[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]([OH:17])=[O:16])=[CH:10][CH:9]=1>>[S:1]([CH2:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][C:15]([OH:17])=[O:16])=[CH:12][CH:13]=1)([OH:3])(=[O:2])=[O:4]

Participants

3

Reactant 2

HCID 103134194-(Chloromethyl)phenylacetic acidHCID 23665763Sodium Bisulfite

Product 1

HCID 23337711p-Sulfomethylphenylacetic acid

Procedure

To a boiling aqueous solution of sodium bisulfite (1.47 g, 0.0141 mole) is added in portions p-chloromethylphenylacetic acid (2.6 g, 0.0141 mole). The solution is further refluxed for 30 minutes and is then evaporated to dryness to give a quantitative yield of the title compound.

Workup

  1. temperatureThe solution is further refluxed for 30 minutes
  2. customis then evaporated to dryness

Sources & evidence

ORD record
ord-ca4477f096bc46d990edfe697841cf74
Source dataset
uspto-grants-1979_04
Patent number
US04148997

Reaction notes

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