Benzoyl chloride → HCID 21450293, compound

HRID 596701Notes

Reaction equation

HRID 596701 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[N+:16]([O-:18])=[O:17])[C:5]([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[O:6].C(=O)([O-])[O-].[K+].[K+].[C:25](Cl)(=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CN(C)C=O>[CH2:25]([O:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[N+:16]([O-:18])=[O:17])[C:5]([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[O:6])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 11430Potassium CarbonateHCID 21450294HCID 21450294, compound

Product 1

HCID 21450293HCID 21450293, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of methyl 3-(3-hydroxy-4-nitrobenzoyl)propionate, potassium carbonate, benzoyl chloride, and dimethylformamide was stirred overnight and the solvent removed by evaporation under reduced pressure. The residue was distributed between water and ether, and the aqueous phase was extracted with ether. The combined ethereal solution was washed in turn with dilute sodium hydroxide solution and water. Evaporation of the dried solution gave methyl 3-(3-benzyloxy-4-nitrobenzoyl)propionate.

Workup

  1. customthe solvent removed by evaporation under reduced pressure
  2. extractionthe aqueous phase was extracted with ether
  3. washThe combined ethereal solution was washed in turn with dilute sodium hydroxide solution and water
  4. customEvaporation of the dried solution

Sources & evidence

ORD record
ord-285a5ebe38834ad6aecf4e7e88eac027
Source dataset
uspto-grants-1977_03
Patent number
US04011321

Reaction notes

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