N-(2-methylprop-2-enyl)-N-(2,2-dimethoxyethyl)-urethane → N-(2-Methylprop-2-enyl)-N-(2-oxoethyl)-urethane

HRID 36680

Reaction equation

HRID 36680 reaction equation
[CH3:1][C:2](=[CH2:16])[CH2:3][N:4]([CH2:10][CH:11](OC)[O:12]C)[C:5]([O:7][CH2:8][CH3:9])=[O:6]>CC(C)=O.O>[CH3:16][C:2](=[CH2:1])[CH2:3][N:4]([CH2:10][CH:11]=[O:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

4

Reactant 1

HCID 15069986N-(2-methylprop-2-enyl)-N-(2,2-dimethoxyethyl)-urethane

Product 1

HCID 15069992N-(2-Methylprop-2-enyl)-N-(2-oxoethyl)-urethane

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

11.5 g (50 mmol) of N-(2-methylprop-2-enyl)-N-(2,2-dimethoxyethyl)-urethane and 1.25 g (5 mmol) of pyridinium p-toluenesulphate in 100 ml of acetone and 10 ml of water are heated under reflux for two days. The mixture is concentrated and the residue is distilled.

Workup

  1. temperatureunder reflux for two days
  2. concentrationThe mixture is concentrated
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-fe5669ce784443e29808812c8f8571c0
Source dataset
uspto-grants-1995_05
Patent number
US05416096

Linked notes

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