2-Methylaziridine → HCID 59135534, compound

HRID 1994164Notes

Reaction equation

HRID 1994164 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:4])[CH:2]=[CH2:3].[CH3:10][CH:11]1[CH2:13][NH:12]1>>[CH2:6]([O:5][C:1](=[O:4])[CH2:2][CH2:3][N:12]1[CH2:13][CH:11]1[CH3:10])[CH2:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 63772-MethylaziridineHCID 8846Butyl Acrylate2×

Product 1

HCID 59135534HCID 59135534, compound

Procedure

To 25.6 g (0.20 mol) of n-butyl acrylate (Aldrich) was added 19.0 g (0.30 mol) of 2-methylaziridine (Aldrich, 90%) to cause a mildly exothermic reaction. The reaction mixture was allowed to stand at room temperature for 20 hours. At that time analysis of the reaction mixture by NMR spectroscopy indicated complete absence of vinylic protons of the starting n-butyl acrylate and formation of the title compound. The excess 2-methylaziridine was removed at reduced pressure to leave 37.1 g (100%) of the title compound as a colorless oil.

Workup

  1. customa mildly exothermic reaction

Sources & evidence

ORD record
ord-615a24f6d3854757926dceb39d790291
Source dataset
uspto-grants-2010_01
Patent number
US07652103B2

Reaction notes

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