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

HRID 1645995Notes

Reaction equation

HRID 1645995 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-4fa36f2c1db648cf9c596c9e4fd092ba
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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