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

HRID 974910Notes

Reaction equation

HRID 974910 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-459a68a5f2c04d72b6cdc543f28d89ed
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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