Methanol → HCID 21502543, compound

HRID 1288522Notes

Reaction equation

HRID 1288522 reaction equation
[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1/[CH:10]=[CH:11]/[CH2:12][N:13]([CH3:15])[CH3:14].[CH2:16]([Br:19])[C:17]#C.[CH3:20]O>>[Br-:19].[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:8])([CH3:9])[C:3]=1/[CH:10]=[CH:11]/[CH2:12][N+:13]([CH3:20])([CH3:15])[CH2:14][C:16]#[CH:17]

Participants

4

Reactant 3

HCID 887MethanolHCID 7842Propargyl bromideHCID 21502529HCID 21502529, compound

Product 1

HCID 21502543HCID 21502543, compound

Procedure

A solution of [3-(2,6,6-trimethyl-1-cyclohexenyl)-2(trans)-propenyl]dimethylamine (2.0 g) and propargylbromide (2.0 g) in methanol (20 cc) was refluxed for 1 hour, and concentrated. To the residue was added water, and the aqueous solution was washed with ether and extracted with chloroform. The chloroform layer was dried and concentrated to dryness to give an oil (2.9 g) of [3-(2,6,6-trimethyl-1-cyclohexenyl)-2(trans)-propenyl]dimethylpropargylammonium bromide.

Workup

  1. concentrationconcentrated
  2. additionTo the residue was added water
  3. washthe aqueous solution was washed with ether
  4. extractionextracted with chloroform
  5. dry with materialThe chloroform layer was dried
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-fbb8fc37e3cb4d2db36f0b65f35a356f
Source dataset
uspto-grants-1976_10
Patent number
US03988373

Reaction notes

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