Ammonia → 6-Aminohexanoic Acid
Reaction equation
[CH:1]([CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=[O:8])=O.C(CCCCC(O)=O)=O.[NH3:20].[H][H]>[Ni].[Co]>[NH2:20][CH2:1][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
U.S. Pat. No. 4,730,040 uses methyl 5-formylvalerate as a starting material to produce caprolactam. In this process, methyl 5-formylvalerate is first hydrolyzed in the presence of an acidic catalyst at 30° to 200° C. to 5-formylvaleric acid, which is then reacted with excess ammonia and hydrogen in the presence of Raney nickel or Raney cobalt as a hydrogenation catalyst at 50° to 150° C. under superatmospheric pressure to form 6-aminocaproic acid. After the unreacted ammonia and hydrogen gas are removed, the aqueous mixture is heated to 150° to 370° C. under 100 bar to induce dehydrolyzation and cyclization of 6-aminocaproic acid to form caprolactam. Such process is very complicated and the yield is not high enough.
Sources & evidence
- ORD record
- ord-b29699f074a143508fbf77140ba15ba5
- Source dataset
- uspto-grants-1999_11
- Patent number
- US05977356
Reaction notes
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