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

HRID 1645974Notes

Reaction equation

HRID 1645974 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 at 100° C. for an hour with 150 ml of formic acid. The mixture is poured onto ice, extracted several times with methylene chloride, and the organic phases are washed with sodium hydrogen carbonate solution, dried over magnesium sulphate, concentrated and distilled.

Workup

  1. additionThe mixture is poured onto ice
  2. extractionextracted several times with methylene chloride
  3. washthe organic phases are washed with sodium hydrogen carbonate solution
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated
  6. distillationdistilled

Sources & evidence

ORD record
ord-ce9593c144be412ebb03657df66ebcce
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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