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

HRID 974897Notes

Reaction equation

HRID 974897 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-0679aac1d72748988713fb99f60c121d
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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