Potassium Hydroxide → HCID 20513441, compound

HRID 1164086Notes

Reaction equation

HRID 1164086 reaction equation
[C:1]([C:3]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([S:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[C:11]=1[O:24][CH3:25])(C)[C:4]([O:6]CC)=[O:5])#N.[OH-].[K+]>C(O)C.O>[CH3:25][O:24][C:11]1[C:12]([S:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])=[CH:13][CH:14]=[CH:15][C:10]=1[CH:3]([CH3:1])[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20513408HCID 20513408, compound

Product 1

HCID 20513441HCID 20513441, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of ethyl 2-cyano-2-[2-methoxy-3-(2-chlorophenylthio)phenyl]propionate (3.3 g) and potassium hydroxide (1.5 g) in ethanol (60 ml) and water (30 ml) was refluxed under heating for 48 hours. After cooling, ethanol was distilled off from the reaction mixture. To the residue was added water, and the aqueous solution was washed with diethyl ether, acidified with conc. hydrochloric acid and extracted with diethyl ether. The extract was washed with water, dried and then evaporated under reduced pressure to give oily 2-[2-methoxy-3-(2-chlorophenylthio)phenyl]propionic acid (1.9 g).

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 48 hours
  3. temperatureAfter cooling
  4. distillationethanol was distilled off from the reaction mixture
  5. additionTo the residue was added water
  6. washthe aqueous solution was washed with diethyl ether
  7. extractionextracted with diethyl ether
  8. washThe extract was washed with water
  9. customdried
  10. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-b28caf86fb6342dfa9d424af8c784b27
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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