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

HRID 974915

Reaction equation

HRID 974915 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-0457777cb6f44f7787d9c40a78e8996c
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Linked notes

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