Benzene → HCID 19825614, compound

HRID 851741Notes

Reaction equation

HRID 851741 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-0132784e88e8429387e663590fd4b5de
Source dataset
uspto-grants-1983_05
Patent number
US04386085

Reaction notes

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