Water → HCID 20513473, compound

HRID 1164082Notes

Reaction equation

HRID 1164082 reaction equation
[CH3:1][O:2][C:3]1[C:8]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:16])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:17][C:18]#N.[OH-:20].[K+].[OH2:22]>C(O)C>[CH3:1][O:2][C:3]1[C:8]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:16])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:17][C:18]([OH:22])=[O:20]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 205134652-[2-Methoxy-3-(2-chlorophenylthio)phenyl]acetonitrile

Product 1

HCID 20513473HCID 20513473, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-[2-methoxy-3-(2-chlorophenylthio)phenyl]acetonitrile (1.5 g) and potassium hydroxide (870 mg) in ethanol (40 ml) and water (20 ml) was refluxed under heating for 24 hours. The reaction mixture was evaporated under reduced pressure and the residue was dissolved in water. The aqueous solution was washed with diethyl ether, acidified with dil. hydrochloric acid and extracted with diethyl ether. The extract was washed with water, dried and then evaporated to give oily 2-[2-methoxy-3-(2-chlorophenylthio)phenyl]acetic acid (1.4 g).

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 24 hours
  3. customThe reaction mixture was evaporated under reduced pressure
  4. dissolutionthe residue was dissolved in water
  5. washThe aqueous solution was washed with diethyl ether
  6. extractionextracted with diethyl ether
  7. washThe extract was washed with water
  8. customdried
  9. customevaporated

Sources & evidence

ORD record
ord-a142a796e3684adfb481e70a1fcce0d7
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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