Caprolactam → N-Methylcaprolactam

HRID 1088914Notes

Reaction equation

HRID 1088914 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 4.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 15.7% of methyl 6-aminocaproate and 8.2% of caprolactam in water was pumped through a 40 ml tube reactor at 270° C. and 100 bar with a residence time of 4.2 minutes. The exit stream contained according to quantitative gas chromatography 14.98% by weight of caprolactam, corresponding to a yield of 55.4%, based on methyl 6-aminocaproate. N-methylcaprolactam was formed as a by-product in a 4.5% yield.

Workup

  1. customwith a residence time of 4.2 minutes

Sources & evidence

ORD record
ord-c3bb032961424c489b453dfa601ec5f4
Source dataset
uspto-grants-1990_10
Patent number
US04963673

Reaction notes

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