Acetone → HCID 86737701, compound

HRID 444181Notes

Reaction equation

HRID 444181 reaction equation
C[C:2]1[CH:11]=[CH:10][C:5]([C:6](=[O:9])[CH2:7]Br)=[CH:4][CH:3]=1.O.O.[N+:14]([C:17]1[CH:22]=[CH:21][C:20]([O-:23])=[CH:19][CH:18]=1)([O-:16])=[O:15].[Na+].[CH3:25]C(C)=O>>[CH3:25][C:17]1([N+:14]([O-:16])=[O:15])[CH:22]=[CH:21][C:20]([O:23][CH2:7][C:6]([C:5]2[CH:4]=[CH:3][CH:2]=[CH:11][CH:10]=2)=[O:9])=[CH:19][CH2:18]1

Participants

4

Reactant 3

HCID 180AcetoneHCID 692722-Bromo-4'-methylacetophenoneHCID 27351044-NITROPHENOL SODIUM SALT DIHYDRATE

Product 1

HCID 86737701HCID 86737701, compoundYield 78.9%

Procedure

4-Methylphenacyl chloride (XVI: X=Cl) (37.8 g, 0.224 mole) and sodium 4-nitrophenolate (XI) (38.6 g, 0.24 mole) were added to acetone (300 ml), and the mixture was heated under reflux for 10 hours. Thereafter, the reaction mixture was treated in the same manner as in Example 29 to obtain 47.9 g of 4-methyl-α-(4-nitrophenoxy)acetophenone (XII) (yield, 78.9%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 10 hours
  3. additionThereafter, the reaction mixture was treated in the same manner as in Example 29

Sources & evidence

ORD record
ord-e154d898655b47cb8e2c2b9cfcd36a44
Source dataset
uspto-grants-1981_04
Patent number
US04263219

Reaction notes

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