Acetone → HCID 86737701, compound
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]1Participants
4
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 %).