Acetone → HCID 86737701, compound

HRID 1065051Notes

Reaction equation

HRID 1065051 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-789895fcd44444728688329ad8c62a00
Source dataset
uspto-grants-1982_05
Patent number
US04328166

Reaction notes

Loading…