2-Butanone oxime → 2-Methacryloylcarbamoyloxyiminobutane

HRID 2107541Notes

Reaction equation

HRID 2107541 reaction equation
[C:1]([N:6]=[C:7]=[O:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:9][C:10](=[N:13][OH:14])[CH2:11][CH3:12]>ClCCCl>[C:1]([NH:6][C:7]([O:14][N:13]=[C:10]([CH2:11][CH3:12])[CH3:9])=[O:8])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 72922-Butanone oximeHCID 10942374METHACRYLOYL ISOCYANATE

Product 1

HCID 541794092-MethacryloylcarbamoyloxyiminobutaneYield 95.9%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a solution of methacryloyl isocyanate (2.22 g; 20 mmol) in 1,2-dichloroethane (7.7 g), methylethylketone oxime (1.74 g; 20 mmol) was dropwise added under nitrogen stream while cooling with ice. After completion of the addition, the solvent was removed under reduced pressure to give 2-methacryloylcarbamoyloxyiminobutane (3.80 g) as a pale yellow liquid. Viscosity, 4600 cp.

Workup

  1. temperaturewhile cooling with ice
  2. additionAfter completion of the addition
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-d8fc1f7a347c41f99ec761f42dc2bed8
Source dataset
uspto-grants-1990_06
Patent number
US04935413

Reaction notes

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