Ethyl N-(2-buten-1-yl)-N-(2,2-dimethoxyethyl)-carbamate → ethyl N-(but-2-enyl)-N-(2-oxoethyl)-carbamate

HRID 981116Notes

Reaction equation

HRID 981116 reaction equation
[CH2:1]([N:5]([CH2:11][CH:12](OC)[O:13]C)[C:6](=[O:10])[O:7][CH2:8][CH3:9])[CH:2]=[CH:3][CH3:4]>C(O)=O>[CH2:1]([N:5]([CH2:11][CH:12]=[O:13])[C:6](=[O:10])[O:7][CH2:8][CH3:9])[CH:2]=[CH:3][CH3:4]

Participants

3

Reactant 1

HCID 54206204Ethyl N-(2-buten-1-yl)-N-(2,2-dimethoxyethyl)-carbamate

Product 1

HCID 53690408ethyl N-(but-2-enyl)-N-(2-oxoethyl)-carbamate

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

90 g (0.39 mol) of ethyl N-(but-2-enyl)-N-(2,2-dimethoxyethyl)-carbamate are heated under reflux with 200 ml of formic acid for one hour. The mixture is poured onto 500 g of ice and extracted with methylene chloride, the organic phases are washed with sodium bicarbonate solution, dried over magnesium sulphate and concentrated and the residue is distilled.

Workup

  1. extractionextracted with methylene chloride
  2. washthe organic phases are washed with sodium bicarbonate solution
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-bab558fa66014873b86daee7f8913628
Source dataset
uspto-grants-1991_02
Patent number
US04990517

Reaction notes

Loading…