Potassium Hydroxide → HCID 20524185, compound

HRID 1702994Notes

Reaction equation

HRID 1702994 reaction equation
[CH3:1][N:2]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:3]([C:5]1[CH:17]=[CH:16][CH:15]=[CH:14][C:6]=1[O:7][CH2:8][C:9]([O:11]CC)=[O:10])=[O:4].[OH-].[K+]>CO.O>[CH3:1][N:2]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:3]([C:5]1[CH:17]=[CH:16][CH:15]=[CH:14][C:6]=1[O:7][CH2:8][C:9]([OH:11])=[O:10])=[O:4]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20524220HCID 20524220, compound

Product 1

HCID 20524185HCID 20524185, compoundYield 79.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Thus obtained ethyl 2-[2-(N-methyl-N-phenylcarbamoyl)phenoxy]acetate (18.23 g.) was added to 10% solution of potassium hydroxide in methanol (2 parts) and water (1 part), and the solution was stirred at room temperature for an hour and allowed to stand overnight. After concentrating the solution under reduced pressure, ethyl acetate was added to the concentrate. After shaking sufficiently, the aqueous solution was separated, acidified with 10% hydrochloric acid and extracted with ethyl acetate. The extract was washed with water, dried and concentrated under reduced pressure to give crystals (13.21 g.) of 2-[2-(N-methyl-N-phenylcarbamoyl)phenoxy]acetic acid.

Workup

  1. concentrationAfter concentrating the solution under reduced pressure, ethyl acetate
  2. additionwas added to the concentrate
  3. stirringAfter shaking sufficiently
  4. customthe aqueous solution was separated
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. customdried
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6626cc290457415b842d8eb80605532e
Source dataset
uspto-grants-1982_09
Patent number
US04350692

Reaction notes

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