Aniline → N-(1-phenylpropan-2-yl)aniline

HRID 325141Notes

Reaction equation

HRID 325141 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(OCC)(=O)C.CCCCCC>[CH3:8][CH:9]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 12500beta-Methylstyrene

Product 1

HCID 418677N-(1-phenylpropan-2-yl)anilineYield 50%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

According to GWM, 0.011 mol (=1.00 ml) of aniline and 0.011 mol (=1.43 ml) of β-methylstyrene are reacted with one another. The product is isolated by column chromatography using ethyl acetate/n-hexane (1:10) as eluent, the product (±)-N-(1-methyl-2-phenylethyl)aniline being obtained as a slightly pink liquid.

Workup

  1. customare reacted with one another
  2. customThe product is isolated by column chromatography

Sources & evidence

ORD record
ord-420bf818c81e476abec20c16eaf4a5f7
Source dataset
uspto-grants-2001_04
Patent number
US06222073B1

Reaction notes

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