Pyridine → Octadecylamine
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7]1([CH3:14])[C:8]([CH3:13])=[CH:9][CH:10]=[CH:11][CH:12]=1>>[CH2:6]([NH2:1])[CH2:5][CH2:4][CH2:3][CH2:2][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:13][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:7][CH3:14]Participants
3
Reactant 2
Product 1
Procedure
A mixture of 39.4 g of the solid obtained in Intermediate Preparation Example 12, 26.9 g of n-octadecylamine, 2.3 g of pyridine and 100 g of xylene was stirred at a temperature of 120° C. for 5 hours. After cooling, the reaction mixture was added in 1.0 L of methanol with stirring over 15 minutes, and the mixture was further stirred for one hour as it was. A precipitated solid was collected by filtration and dried in vacuo to obtain 57 g of a pale yellowish white solid. The resulting compound had a molecular weight measured by high-performance liquid chromatography of 19,000. As a result of neutralization titration, a proportion of the half-amide maleic acid component to the maleinimide component was found to be 4/6.
Sources & evidence
- ORD record
- ord-a922bba3570d46539d9792d7a5bf1f7d
- Source dataset
- uspto-grants-2007_09
- Patent number
- US07264344B2
Reaction notes
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