Caprolactam → N-Methylcaprolactam

HRID 1088913Notes

Reaction equation

HRID 1088913 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=O.[C:11]1(=O)NCCCCC1>O>[CH3:11][N:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1=[O:9]

Participants

4

Reactant 2

HCID 7768Caprolactam2×HCID 1810164Methyl 6-aminohexanoate

Product 1

HCID 17369N-MethylcaprolactamYield 5.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 18.28% of methyl 6-aminocaproate and 5.75% of caprolactam in water was pumped through a 40 ml tube reactor at 300° C. and 100 bar with a residence time of 15 minutes. The exit stream contained according to quantitative gas chromatography 15.09% by weight of caprolactam, corresponding to a yield of 65.6%, based on methyl 6-aminocaproate. N-methylcaprolactam was formed as a by-product in a 5.8% yield.

Workup

  1. customwith a residence time of 15 minutes

Sources & evidence

ORD record
ord-ed1906e977bd4222b4d630cd114ecb40
Source dataset
uspto-grants-1990_10
Patent number
US04963673

Reaction notes

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