Hydrochloric Acid → 4,4'-Dimethoxybenzophenone O-(3-carboxy-2-methoxyiminopropyl) oxime

HRID 1111239Notes

Reaction equation

HRID 1111239 reaction equation
C([O:3][C:4]([CH2:6][C:7](=[N:28][O:29][CH3:30])[CH2:8][O:9][N:10]=[C:11]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)=[O:5])C.[OH-].[Na+].Cl>CO>[C:4]([CH2:6][C:7](=[N:28][O:29][CH3:30])[CH2:8][O:9][N:10]=[C:11]([C:20]1[CH:21]=[CH:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=1)[C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 538534414,4'-Dimethoxybenzophenone O-(3-ethoxycarbonyl-2-methoxyiminopropyl)oxime

Product 1

HCID 540003984,4'-Dimethoxybenzophenone O-(3-carboxy-2-methoxyiminopropyl) oximeYield 98.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.14 g of the 4,4'-dimethoxybenzophenone O-(3-ethoxycarbonyl-2-methoxyiminopropyl)oxime as obtained in Example 30 was dissolved in 20 ml of methanol and 3 ml of a 5N aqueous solution of caustic soda was added thereto. The obtained mixture was stirred at room temperature for five hours. After the completion of the reaction, the reaction mixture was acidified with diluted hydrochloric acid and extracted with ethyl acetate. Thus 3.8 g of the title compound was obtained in the form of a colorless oily product.

Workup

  1. customAfter the completion of the reaction
  2. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-6827bd00e1be4f94854f05d49dc78bbd
Source dataset
uspto-grants-1990_12
Patent number
US04978767

Reaction notes

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