Benzene → HCID 19825614, compound

HRID 2249161Notes

Reaction equation

HRID 2249161 reaction equation
[CH2:1](Br)[CH2:2][CH:3]([CH3:5])[CH3:4].[CH3:7][NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C1C=CC=CC=1>C(N(CC)CC)C>[CH3:7][N:8]([CH2:1][CH2:2][CH:3]([CH3:5])[CH3:4])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 7515N-MethylanilineHCID 78911-Bromo-3-methylbutane

Product 1

HCID 19825614HCID 19825614, compoundYield 63.4%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

121 g of isoamyl bromide were added dropwise to a mixture of 86 g of N-methyl-aniline, 500 ml of anhydrous benzene and 81 g of anhydrous triethylamine and the mixture was refluxed for 100 hours and was filtered. The filtrate was washed with water, dried and evaporated to dryness. The residue was distilled to obtain 90 g of N-methyl-N-(3-methylbutyl)-aniline boiling at 132° C. at 18 mm Hg.

Workup

  1. temperaturethe mixture was refluxed for 100 hours
  2. filtrationwas filtered
  3. washThe filtrate was washed with water
  4. customdried
  5. customevaporated to dryness
  6. distillationThe residue was distilled

Sources & evidence

ORD record
ord-983f924d645c4b40a416ad3ecdc7ad62
Source dataset
uspto-grants-1991_08
Patent number
US05043332

Reaction notes

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