Water → Ethyl N-allyl-N-(1-oxoprop-2-yl)-carbamate

HRID 2255698Notes

Reaction equation

HRID 2255698 reaction equation
[CH2:1]([N:4]([CH:10]([CH3:16])[CH:11](OC)[O:12]C)[C:5](=[O:9])[O:6][CH2:7][CH3:8])[CH:2]=[CH2:3].O.[Cl-].[Na+]>C(O)=O>[CH2:1]([N:4]([CH:10]([CH3:16])[CH:11]=[O:12])[C:5](=[O:9])[O:6][CH2:7][CH3:8])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 962WaterHCID 5234Sodium ChlorideHCID 15069988N-Allyl-N-(1,1-dimethoxyprop-2-yl)-urethane

Product 1

HCID 15069993Ethyl N-allyl-N-(1-oxoprop-2-yl)-carbamate

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

182 g (0.787 mol) of ethyl N-allyl-N-(1,1-dimethoxyprop-2-yl)-carbamate in 1.5 1 of water are heated under reflux for three hours with 80 ml of formic acid. The mixture is saturated with sodium chloride, the organic phase is separated off and the aqueous phase is extracted twice with 500 ml of methylene chloride each time. The organic solutions are washed with saturated sodium hydrogen carbonate solution until neutral, dried over magnesium sulphate and concentrated, and the residue is distilled.

Workup

  1. customthe organic phase is separated off
  2. extractionthe aqueous phase is extracted twice with 500 ml of methylene chloride each time
  3. washThe organic solutions are washed with saturated sodium hydrogen carbonate solution until neutral,
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated
  6. distillationthe residue is distilled

Sources & evidence

ORD record
ord-2f0856794e6948aca8d04d021dac28cf
Source dataset
uspto-grants-1993_08
Patent number
US05241076

Reaction notes

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