Water → HCID 20446285, compound

HRID 2418385Notes

Reaction equation

HRID 2418385 reaction equation
[S:1]([NH:5][C:6]1[C:11]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:20][C:21]([O:23]CC)=[O:22])([CH3:4])(=[O:3])=[O:2].O>[OH-].[Na+]>[S:1]([NH:5][C:6]1[C:11]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:20][C:21]([OH:23])=[O:22])([CH3:4])(=[O:3])=[O:2]

Participants

4

Reactant 2

HCID 962WaterHCID 20446161HCID 20446161, compound

Product 1

HCID 20446285HCID 20446285, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Ethyl 2-[2-mesylamino-3-(2-chlorophenoxy)phenyl]-acetate (0.8 g) was dissolved in 1N-sodium hydroxide (10 ml) by heating, and the solution was allowed to stand at room temperature for 10 minutes. To the reaction mixture was added water (20 ml), and the mixture was washed with diethyl ether. The aqueous solution was adjusted to pH 2 with conc. hydrochloric acid. The precipitating crystals were collected by filtration, washed with water and recrystallized from benzene to give 2-[2-mesylamino-3-(2-chlorophenoxy)phenyl]acetic acid (0.58 g). mp 159°-163° C.

Workup

  1. temperatureby heating
  2. washthe mixture was washed with diethyl ether
  3. filtrationThe precipitating crystals were collected by filtration
  4. washwashed with water
  5. customrecrystallized from benzene

Sources & evidence

ORD record
ord-bfa00fd370f344959018162439550440
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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