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Benzene → Benzenamine, 4-methoxy-N-(1-phenylethylidene)-

HRID 1088504
Notes
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Reaction equation

HRID 1088504 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=1.C1C=CC=CC=1>O>[CH3:2][C:1](=[N:18][C:15]1[CH:16]=[CH:17][C:12]([O:11][CH3:10])=[CH:13][CH:14]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 241BenzeneHCID 7410AcetophenoneHCID 7732P-Anisidine

Product 1

HCID 3831695Benzenamine, 4-methoxy-N-(1-phenylethylidene)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of acetophenone (64 ml), p-anisidine (65 mg), benzene (100 ml) was refluxed in the presence of molecular sieve (100 g) with continuous removal of water. The crude product was purified by crystallizing it from ethanol to give N-(αmethyl-benzylidene)-p-anisidine (VII) (50 g). VII had a melting point of 81°-82° C.

Workup

  1. customThe crude product was purified
  2. customby crystallizing it from ethanol

Sources & evidence

ORD record
ord-2a2fc40be80a4e3baeb746a53558c36c
Source dataset
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04962234

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes