Methanol → [1-Methyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-2(trans)-propenyl]dimethylpropylammonium bromide

HRID 1288514Notes

Reaction equation

HRID 1288514 reaction equation
[CH3:1][CH:2]([N:14]([CH3:16])[CH3:15])/[CH:3]=[CH:4]/[CH:5]1[C:10]([CH3:12])([CH3:11])[CH2:9][CH2:8][CH:7]=[C:6]1[CH3:13].[CH2:17]([Br:20])[CH2:18]C.[CH3:21]O>>[Br-:20].[CH3:1][CH:2]([N+:14]([CH3:21])([CH3:16])[CH2:15][CH2:17][CH3:18])/[CH:3]=[CH:4]/[CH:5]1[C:10]([CH3:11])([CH3:12])[CH2:9][CH2:8][CH:7]=[C:6]1[CH3:13]

Participants

4

Reactant 3

HCID 887MethanolHCID 78401-BromopropaneHCID 21502510[1-Methyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-2(trans)-propenyl]dimethylamine

Product 1

HCID 21502535[1-Methyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-2(trans)-propenyl]dimethylpropylammonium bromide

Procedure

A solution of [1-methyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-2(trans)-propenyl]dimethylamine (5.0 g) and 1-propylbromide (6.0 g) in absolute methanol (10 cc) was refluxed for 3 hours, and the solvent of the reaction mixture was distilled off under reduced pressure. To the residue were added benzene and ether, and precipitated crystals were gathered by filtration to give colorless crystals (0.8 g) of [1-methyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-2(trans)-propenyl]dimethylpropylammonium bromide.

Workup

  1. distillationthe solvent of the reaction mixture was distilled off under reduced pressure
  2. additionTo the residue were added benzene and ether
  3. customprecipitated crystals
  4. filtrationwere gathered by filtration

Sources & evidence

ORD record
ord-d938e41e8a3341dda5b76732ce14c1d3
Source dataset
uspto-grants-1976_10
Patent number
US03988373

Reaction notes

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