N-allyl-N-(2,2-dimethoxypropyl)-acetamide → N-allyl-N-(2-oxopropyl)-acetamide

HRID 974922Notes

Reaction equation

HRID 974922 reaction equation
[CH2:1]([N:4]([CH2:8][C:9](OC)([O:11]C)[CH3:10])[C:5](=[O:7])[CH3:6])[CH:2]=[CH2:3]>C(O)=O>[CH2:1]([N:4]([CH2:8][C:9](=[O:11])[CH3:10])[C:5](=[O:7])[CH3:6])[CH:2]=[CH2:3]

Participants

3

Reactant 1

HCID 15069990N-allyl-N-(2,2-dimethoxypropyl)-acetamide

Product 1

HCID 15069994N-allyl-N-(2-oxopropyl)-acetamide

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

85.5 g (0.425 mol) of N-allyl-N-(2,2-dimethoxypropyl)-acetamide are heated under reflux with 212 ml of formic acid for one hour. The mixture is poured onto 500 g of ice and extracted several times with methylene chloride, the organic phases are washed with sodium bicarbonate solution, dried over magnesium sulphate and concentrated and the residue is distilled.

Workup

  1. extractionextracted several times with methylene chloride
  2. washthe organic phases are washed with sodium bicarbonate solution
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-f4177a087bc1470d9ff09325d68951b4
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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