N1-Octadecyl-1,3-propanediamine → N-Oleyl-1,3-propanediamine
Reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][NH2:23]>C1(C)C=CC=CC=1>[CH2:18]([NH:19][CH2:20][CH2:21][CH2:22][NH2:23])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]/[CH:10]=[CH:9]\[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]Participants
3
Reagents, catalysts & solvents 1
Procedure
Approximately 360 g of N-oleyl-1,3-propylenediamine (commercially obtained as Armak Duomeen O) and 150 g of toluene were charged to a 2 liter reactor equipped with heater, agitator, Dean-Stark tube and condenser with provision for blanketing the vapor space with nitrogen. Slowly, over a period of about 10 minutes, approximately 52 g of 88% formic acid were added with agitation. The reaction mixture was slowly heated to about 160° C. over a period of about 5 hours until water removal by azeotropic distillation ceased. The solvent was removed by vacuum distillation at about 160° C. and the mixture was cooled to about 60° C.
Sources & evidence
- ORD record
- ord-55c596159cbc41aaafa7ade28158b637
- Source dataset
- uspto-grants-1985_11
- Patent number
- US04552569
Reaction notes
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