Ammonia → 2,2,12-Trimethyltridecane-1,11-diamine
Reaction equation
[CH3:1][C:2]([CH3:19])([CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH:11]=[CH:12][CH2:13][CH:14]([CH:16]([CH3:18])[CH3:17])[NH2:15])[CH:3]=[N:4]O.N.[H][H].O>CO.[Ni]>[CH:16]([CH:14]([NH2:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:2]([CH3:1])([CH3:19])[CH2:3][NH2:4])([CH3:18])[CH3:17]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
490 g (1.84 moles) of the 2,2-dimethyl-11-isopropyl-11-amino-undeca-4,8-dienal oxime obtained according to Example 5 are dissolved in 2.4 liters of methanol and this solution is filled, together with about 200 g of liquid ammonia, with the addition of 150 g of Raney nickel, into a 6.3 liter steel autoclave. Hydrogen is then injected until the pressure is 100 bars and the mixture is heated to 100° C. with stirring. The mixture is hydrogenated forabout 5 hours under these conditions and cooled and the ammonia and excess hydrogen are then allowed to blow off. Subsequent distillation under a high vacuum yields 436 g (1.705 mols) of 1-isopropyl-10,10-dimethyl-1,11-diaminoundecane in the form of a colourless, water-clear liquid; boiling point 87° C./4 Pa; nD20 =1.46l9.
Workup
- temperaturecooled
- distillationSubsequent distillation under a high vacuum
Sources & evidence
- ORD record
- ord-7a07163bef9a4a87a436077c0eb226aa
- Source dataset
- uspto-grants-1981_07
- Patent number
- US04277621
Reaction notes
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