2-Methylaziridine → HCID 58210218, compound

HRID 2384308Notes

Reaction equation

HRID 2384308 reaction equation
[C:1]([O:6][CH2:7][CH:8]([OH:15])[CH2:9][O:10][C:11](=[O:14])[CH:12]=[CH2:13])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:16][CH:17]1[CH2:19][NH:18]1>>[OH:15][CH:8]([CH2:9][O:10][C:11](=[O:14])[CH2:12][CH2:13][N:18]1[CH2:19][CH:17]1[CH3:16])[CH2:7][O:6][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

3

Reactant 2

HCID 63772-MethylaziridineHCID 50623513-(Acryloyloxy)-2-hydroxypropyl methacrylate

Product 1

HCID 58210218HCID 58210218, compoundYield 99.3%

Procedure

To a 250 mL round bottomed flask were added 3-(acryloyloxy)-2-hydroxypropyl methacrylate (32.1 g, 0.15 mol, available from Aldrich) and 2-methylaziridine (10.8 g, about 0.17 mol, 90% pure, available from Aldrich) to cause a slight exotherm. The reaction mixture was allowed to stand at room temperature overnight. Excess 2-methylaziridine was removed at reduced pressure to leave the desired product (40.4 g) as a colorless liquid. NMR and IR spectral analyses confirmed the structure of the product.

Workup

  1. customExcess 2-methylaziridine was removed at reduced pressure

Sources & evidence

ORD record
ord-fe4a23c060964785adf49068dc0aab77
Source dataset
uspto-grants-2012_09
Patent number
US08263711B2

Reaction notes

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