Ethyl allyl(2,2-dimethoxyethyl)carbamate → Ethyl allyl(2-oxoethyl)carbamate

HRID 981084Notes

Reaction equation

HRID 981084 reaction equation
[CH2:1]([N:4]([CH2:10][CH:11](OC)[O:12]C)[C:5](=[O:9])[O:6][CH2:7][CH3:8])[CH:2]=[CH2:3]>C(O)=O>[CH2:1]([N:4]([CH2:10][CH:11]=[O:12])[C:5](=[O:9])[O:6][CH2:7][CH3:8])[CH:2]=[CH2:3]

Participants

3

Reactant 1

HCID 10943907Ethyl allyl(2,2-dimethoxyethyl)carbamate

Product 1

HCID 11084330Ethyl allyl(2-oxoethyl)carbamate

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

68 g (0.313 mol) of ethyl N-allyl-N-(2,2-dimethoxyethyl)carbamate are heated with 150 ml of formic acid at 100° C. for one hour. The mixture is poured onto ice and extracted several times 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. additionThe mixture is poured onto ice
  2. extractionextracted several times with methylene chloride
  3. washthe organic phases are washed with sodium bicarbonate solution
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated
  6. distillationthe residue is distilled

Sources & evidence

ORD record
ord-e96573f64a604cf3bea9fb3d2de30572
Source dataset
uspto-grants-1991_02
Patent number
US04990517

Reaction notes

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