Pyridine → Octadecylamine
Reaction equation
[CH2:1]([C:3]([CH3:5])=O)[CH3:2].[N:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>>[CH2:11]([NH2:6])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:2][CH2:1][CH2:3][CH2:5][CH2:2][CH2:1][CH2:3][CH2:5][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]Participants
3
Procedure
A mixture of 31 g of the white solid obtained in Intermediate Preparation Example 4, 27 g of n-octadecylamine, 130 g of methyl ethyl ketone and 1.0 g of pyridine was heated at a temperature of 70° C. and reacted with stirring for 10 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. A deposited solid was collected by filtration and dried in vacuo to obtain 48 g of a pale whitish yellow solid. The resulting compound had a molecular weight measured by high performance liquid chromatography of 15,000.
Sources & evidence
- ORD record
- ord-6f1148a3cb4348f2aef9f137156277a2
- Source dataset
- uspto-grants-2007_09
- Patent number
- US07264344B2
Reaction notes
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