Potassium Carbonate → 4-Aminocarbonylphenoxyacetic acid methylester

HRID 36489

Reaction equation

HRID 36489 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][CH:3]=1.Br[CH2:12][C:13]([O:15][CH3:16])=[O:14].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH3:16][O:15][C:13](=[O:14])[CH2:12][O:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 650524-Hydroxybenzamide

Product 1

HCID 86078704-Aminocarbonylphenoxyacetic acid methylesterYield 63%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of p-hydroxybenzamide (3.43 g), methyl bromoacetate (2.37 ml) and K2CO3 (3.45 g) was stirred for 12 hr in 25 ml of DMF. The reaction mixture was diluted with water (150 ml); the solid was filtered, washed with water, and air dried. Crystallization from ethanol gave 3.3 g (63%) of the title compound as white crystals.

Workup

  1. filtrationthe solid was filtered
  2. washwashed with water, and air
  3. customdried
  4. customCrystallization from ethanol

Sources & evidence

ORD record
ord-660078129add4fc29c165ea2d40c339c
Source dataset
uspto-grants-1995_05
Patent number
US05414132

Linked notes

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