Ethanol → sodium 2-(4-(N-salicyloyl)aminophenyl)propionate

HRID 2305291Notes

Reaction equation

HRID 2305291 reaction equation
[C:1]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1)(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].C(O)C.[OH-].[Na+:26]>O>[C:1]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([O-:20])=[O:19])=[CH:13][CH:12]=1)(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[Na+:26]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 98173032-(4-(N-salicyloyl)aminophenyl)propionic acid

Product 1

HCID 23700501sodium 2-(4-(N-salicyloyl)aminophenyl)propionateYield 92.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 53.05 g (0.186 mol) of 2-(4-(N-salicyloyl)aminophenyl)propionic acid and 300 ml of ethanol was treated with 7.59 g (0.190 mol) of NaOH dissolved in 22 ml of water. The reaction mixture was stirred for 30 min at 25 C. and for 30 min at 0° C. The resulting pale yellow solid was isolated by filtration to give 52.61 g of sodium 2-(4-(N-salicyloyl)aminophenyl)propionate.

Workup

  1. waitand for 30 min at 0° C
  2. customThe resulting pale yellow solid was isolated by filtration

Sources & evidence

ORD record
ord-2b039e8a662841019b8ce95b0de1c936
Source dataset
uspto-grants-2002_08
Patent number
US06440929B1

Reaction notes

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