Water → HCID 23675715, compound

HRID 893230Notes

Reaction equation

HRID 893230 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:20])[CH:11]([O:18][CH3:19])[C:12]([O:14]CCC)=[O:13])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[OH-].[K+:22].O>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:20])[CH:11]([O:18][CH3:19])[C:12]([O-:14])=[O:13])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[K+:22]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 19096838HCID 19096838, compound

Product 1

HCID 23675715HCID 23675715, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

n-Propyl 3-[(3,5-dichlorophenyl)amino]-2-methoxy-3-oxopropanoate (5.47 grams, 0.02 mole), prepared in Example LXXI (Compound 234) was saponified with potassium hydroxide (1.01 grams, 0.02 mole) in the presence of 75 milliliters of ethanol and 0.31 gram (0.02 mole) of water in a manner similar to that described in Example LXXI Part B. The potassium salt that separated from the reaction mixture was filtered off, washed with ethanol and dried to give 0.98 gram (0.003 mole) of potassium 3-[(3,5-dichlorophenyl)amino]-2-methoxy-3-oxopropanoate. NMR analysis of the product indicated the following:

Workup

  1. customThe potassium salt that separated from the reaction mixture
  2. filtrationwas filtered off
  3. washwashed with ethanol
  4. customdried

Sources & evidence

ORD record
ord-d0e31be8ade449f1858a763c537f6ba5
Source dataset
uspto-grants-1992_06
Patent number
US05123951

Reaction notes

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