Potassium Hydroxide → HCID 21694069, compound

HRID 257110Notes

Reaction equation

HRID 257110 reaction equation
[CH2:1]([CH:4]([C:8]([O:10]CC)=[O:9])[C:5]([NH2:7])=[O:6])[CH2:2][CH3:3].[OH-].[K+]>CC(C)=O.C(O)C>[CH2:1]([CH:4]([C:8]([OH:10])=[O:9])[C:5]([NH2:7])=[O:6])[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 13444607HCID 13444607, compound

Product 1

HCID 21694069HCID 21694069, compoundYield 61.5%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 702EthanolSolvent

Procedure

A solution of 3.8 g of ethyl 2-propylmalonamidate in 30 ml of acetone was treated with 22 ml of 1N KOH in ethanol and stirred for 4 hours, then concentrated, taken up in sodium bicarbonate solution and extracted with ethyl acetate. The aqueous phase was acidified to pH 2 at 0° C. with hydrochloric acid and extracted with ethyl acetate. The ethyl acetate phase was washed with brine, dried, concentrated and the residue was recrystallized from ethyl acetate/ether. There were obtained 1.96 g of 2-propylmalonic acid monoamide, m.p. 137° C.

Workup

  1. concentrationconcentrated
  2. extractionextracted with ethyl acetate
  3. customwas acidified to pH 2 at 0° C. with hydrochloric acid
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate phase was washed with brine
  6. customdried
  7. concentrationconcentrated
  8. customthe residue was recrystallized from ethyl acetate/ether

Sources & evidence

ORD record
ord-f1c6f514092743d9a52077d1dfe2246c
Source dataset
uspto-grants-1993_11
Patent number
US05260310

Reaction notes

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