N-Allyl-N-(1,1-dimethoxyprop-2-yl)-urethane → Ethyl N-allyl-N-(1-oxoprop-2-yl)-carbamate

HRID 345818Notes

Reaction equation

HRID 345818 reaction equation
[CH2:1]([N:4]([CH:10]([CH3:16])[CH:11](OC)[O:12]C)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:2]=[CH2:3]>C(O)=O>[CH2:1]([N:4]([CH:10]([CH3:16])[CH:11]=[O:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:2]=[CH2:3]

Participants

3

Reactant 1

HCID 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

76.5 g (0.213 mol) of 64.5% pure N-allyl-N-(1,1-dimethoxyprop-2-yl)-urethane are heated in 180 ml of formic acid at 100° C. for one hour. The mixture is poured into ice-water and extracted with CH2Cl2, the extracts are washed neutral with NaHCO3 solution, dried over MgSO4 and concentrated and the residue is distilled.

Workup

  1. extractionextracted with CH2Cl2
  2. washthe extracts are washed neutral with NaHCO3 solution
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-b9c67bf99954485195a57f907fbfd228
Source dataset
uspto-grants-1991_10
Patent number
US05059597

Reaction notes

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