Benzene → p-acetyl-N-(alpha-methyl benzylidene) aniline

HRID 1088518Notes

Reaction equation

HRID 1088518 reaction equation
C([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][CH:5]=1)(=O)C.[NH2:13][C:14]1C=CC=C[CH:15]=1.[CH:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>O>[C:10]([C:7]1[CH:6]=[CH:5][C:4]([N:13]=[C:14]([CH3:15])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:9][CH:8]=1)(=[O:12])[CH3:11]

Participants

5

Reactant 3

HCID 241BenzeneHCID 6115AnilineHCID 138881,4-Diacetylbenzene

Product 1

HCID 54464667p-acetyl-N-(alpha-methyl benzylidene) aniline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of p-diacetylbenzene (50 g), aniline (80 g) and benzene (120 ml) was refluxed in the presence of molecular sieve (10 g) with continuous removal of water. The crude product was crystallized from ethanol to give p-acetyl-N-(α-methyl benzylidene) aniline (XXIII). XXIII had a melting point of 205° C.

Workup

  1. customThe crude product was crystallized from ethanol

Sources & evidence

ORD record
ord-d201f1638125472290ebfcaa4a3cefeb
Source dataset
uspto-grants-1990_10
Patent number
US04962234

Reaction notes

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