Potassium Hydroxide → HCID 20513491, compound

HRID 1164045Notes

Reaction equation

HRID 1164045 reaction equation
[C:1]([C:3]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F: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]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F: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 20513466HCID 20513466, compound

Product 1

HCID 20513491HCID 20513491, compoundYield 73.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of ethyl 2-cyano-2-[2-methoxy-3-(2-fluorophenoxy)phenyl]propionate (6.2 g) and potassium hydroxide (2.1 g) in a mixture of ethanol (60 ml) and water (30 ml) was refluxed under heating for 72 hours, and the reaction mixture was evaporated. Water was added to the residue, washed with diethyl ether, acidified with conc. 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-fluorophenoxy)phenyl]propionic acid (3.85 g).

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 72 hours
  3. customthe reaction mixture was evaporated
  4. additionWater was added to the residue
  5. washwashed with diethyl ether
  6. extractionextracted with diethyl ether
  7. washThe extract was washed with water
  8. customdried
  9. customevaporated

Sources & evidence

ORD record
ord-d1ee3dd76b6047428a089370a55b6410
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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