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

HRID 974926Notes

Reaction equation

HRID 974926 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-a35514c4d38e40a7b715eb432fc3fefd
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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