Water → HCID 22494346, compound

HRID 1816612Notes

Reaction equation

HRID 1816612 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][CH:8]([CH2:14][CH3:15])[C:9]([O:11]CC)=[O:10])=[CH:5][C:4]=1[CH2:18][C:19](=[O:29])[NH:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=1[Cl:28].[OH-].[Na+].O>C(O)C>[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][CH:8]([CH2:14][CH3:15])[C:9]([OH:11])=[O:10])=[CH:5][C:4]=1[CH2:18][C:19](=[O:29])[NH:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=1[Cl:28]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 22494176HCID 22494176, compound

Product 1

HCID 22494346HCID 22494346, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.27 g of ethyl 2-(4-methoxy-3-{2-oxo-2-[2,4-dichloroanilino]ethyl}benzyl)butanoate was dissolved in 10 ml ethanol, and 1 ml of 5 N sodium hydroxide was added. After stirring the reaction solution at room temperature for 24 hours, water was added thereto and the aqueous layer was extracted with diethyl ether. The aqueous layer was acidified with hydrochloric acid and extracted with ethyl acetate. The ethyl acetate layer was washed with brine, dried over anhydrous magnesium sulfate and the solvent was evaporated, to give 2-(4-methoxy-3-{2-oxo-2-[2,4-dichloroanilino]ethyl}benzyl)butanoic acid as a colorless oil.

Workup

  1. extractionthe aqueous layer was extracted with diethyl ether
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-9053a2278148467d91469a4c9f9f173d
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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