Benzene → HCID 12330905, compound

HRID 1088506Notes

Reaction equation

HRID 1088506 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[C:13]([NH2:18])=[CH:14][CH:15]=[CH:16][CH:17]=1.C1C=CC=CC=1>O>[CH3:2][C:1](=[N:18][C:13]1[C:12](=[CH:17][CH:16]=[CH:15][CH:14]=1)[O:11][CH3:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 70002-MethoxyanilineHCID 7410Acetophenone

Product 1

HCID 12330905HCID 12330905, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of acetophenone (120 ml), o-anisidine (123 ml), benzene (100 ml) was refluxed with continuous removal of water. The crude product was purified by crystallizing it from ethanol to give N-(αmethyl benzylidene)-o-anisidine (IX) (90 C). It was then hydrogenated using 5% Pd/C as the catalyst and 95% ethanol as the solvent to give N-(α-methyl benzyl)-o-anisidine (X). X had a boiling point of 117° C. at 0.3 millimeter.

Workup

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

Sources & evidence

ORD record
ord-857e6ff67a7242aca650c6eb367ef29a
Source dataset
uspto-grants-1990_10
Patent number
US04962234

Reaction notes

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