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

HRID 1088502Notes

Reaction equation

HRID 1088502 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[CH2:10]([C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].C1C=CC=CC=1>O>[CH3:2][C:1](=[N:26][C:25]1[CH:27]=[CH:28][C:22]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:23][CH:24]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 7410AcetophenoneHCID 77014-Dodecylaniline

Product 1

HCID 53927130N-(alpha-methyl benzylidene)-p-dodecyl anilineYield 93.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

solution of acetophenone (33.5 g), p-dodecyl aniline (73 g), benzene (50 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-(α-methyl benzylidene)-p-dodecyl aniline (V) (95 g). V had a melting point of 47° C.

Workup

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

Sources & evidence

ORD record
ord-0b58fc5e02bd472c8f16da3fc2be4448
Source dataset
uspto-grants-1990_10
Patent number
US04962234

Reaction notes

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