Nitric Acid → Cyclododecanone
Reaction equation
[CH2:1]([C:14]([OH:16])=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](O)=O.[N+]([O-])(O)=O>>[CH:14]1([OH:16])[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1.[C:14]1(=[O:16])[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1Participants
Procedure
A process for the production of 1,10-decanedicarboxylic acid with low melt color values from crude crystalline acid having an organically bound nitrogen content of 0.05% by weight or less and having a nitric acid content above 0.1% by weight and produced by oxidizing cyclododecanol, cyclododecanone or both with nitric acid at low temperature and under mild conditions and subjecting the thus-produced crude acid to a thermal treatment under oxidative conditions, at a temperature above the oxidation temperature, which reduces the organically bound nitrogen content of the crude acid to 0.05% by weight or less, which consists essentially of (a) reducing the nitric acid content of the starting crystalline crude acid to 0.2% by weight or less by washing the crude acid with water and subjecting the washed acid to a thermal treatment under vacuum at a temperature at which nitrous gases evolve from the crude acid and above the oxidation and thermal treatment temperatures employed to produce the starting crude crystalline acid; (b) distilling the thus pre-purified 1,10-decanedicarboxylic acid at a sump temperature of 215°-225° C. and at a pressure of 0.5-2 torr.; and (c) recovering the 1,10-decanedicarboxylic acid as the distillate.
Sources & evidence
- ORD record
- ord-2732663d16064d3792b0854d6e09b1c5
- Source dataset
- uspto-grants-1978_01
- Patent number
- US04067779
Reaction notes
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