Ammonia → gamma,4-Dimethylcyclohexene-1-propan-1-amine

HRID 65314Notes

Reaction equation

HRID 65314 reaction equation
[CH3:1][C:2]1[CH2:7][CH2:6][CH:5]([CH:8]([CH3:12])[CH2:9][CH:10]=O)[CH2:4][CH:3]=1.[H][H].[NH3:15]>>[CH3:1][C:2]1[CH2:7][CH2:6][CH:5]([CH:8]([CH3:12])[CH2:9][CH2:10][NH2:15])[CH2:4][CH:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1109233-Cyclohexene-1-propanal, beta,4-dimethyl-HCID 178418361HCID 178418361, compound

Product 1

HCID 13574688gamma,4-Dimethylcyclohexene-1-propan-1-amineYield 86%

Procedure

830 g of 3-(1-methylcyclohexen-4-yl)-butyraldehyde were dissolved in 800 ml of liquid ammonia in a stirrer autoclave and hydrogenated under a hydrogen pressure of 100 bar over 50 g of Raney nickel iron at 90° C. After evaporation of the solvent, the product was filtered from the catalyst and distilled under vacuum. 720 g (86%) of 3-(1-methylcyclohexen-4-yl)-butylamine, bp.10 120° C., were obtained.

Workup

  1. customat 90° C
  2. customAfter evaporation of the solvent
  3. filtrationthe product was filtered from the catalyst
  4. distillationdistilled under vacuum

Sources & evidence

ORD record
ord-f7d6d85ccf534c118d2665c78ac6c4d0
Source dataset
uspto-grants-1986_09
Patent number
US04613685

Reaction notes

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