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

HRID 36664Notes

Reaction equation

HRID 36664 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 with150 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-e09d11ce668748fbb0c7ae4836a3ddcf
Source dataset
uspto-grants-1995_05
Patent number
US05416096

Reaction notes

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