Acetylene → N-Vinylcaprolactam

HRID 1168554Notes

Reaction equation

[CH:1]#[CH:2].[C:3]1(=[O:10])[NH:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>>[CH:1]([N:9]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:10])=[CH2:2]

Participants

Reactant 2

HCID 6326Acetylene

HCID 7768Caprolactam

Product 1

HCID 75227N-VinylcaprolactamYield 77.9%

Procedure

Example 1 was carried out without addition of a cocatalyst. The amount of ethyne taken up was 0.69 mol per mole of ε-caprolactam. The distillative workup yielded N-vinyl-ε-caprolactam in a yield of 77.9%. A viscid distillation residue was obtained.

Workup

additionExample 1 was carried out without addition of a cocatalyst

Sources & evidence

ORD record: ord-c371ca7381b04a4597079c7019a8f4d8
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06624303B2

Reaction notes

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