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

HRID 1087166Notes

Reaction equation

HRID 1087166 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-f586c130e3444870956cd5bcd916674f
Source dataset
uspto-grants-1991_07
Patent number
US05034418

Reaction notes

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