Sodium Carbonate → N-acryloylalanine ethyl ester

HRID 614403Notes

Reaction equation

HRID 614403 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:9])[C@H:6]([CH3:8])[NH2:7])[CH3:3].[C:10](Cl)(=[O:13])[CH:11]=[CH2:12].C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC=CC=1>[CH2:2]([O:4][C:5](=[O:9])[C@H:6]([CH3:8])[NH:7][C:10](=[O:13])[CH:11]=[CH2:12])[CH3:3]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 13140Acryloyl chlorideHCID 2724356L-Alanine, ethyl ester, hydrochloride (1:1)

Product 1

HCID 54390476N-acryloylalanine ethyl ester

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To 0.5 moles of alanine ethyl ester hydrochloride in 500 ml. of benzene is added 0.5 moles of acryloyl chloride. To this stirred mixture is added portionwise 0.6 moles of anhydrous sodium carbonate. The reaction mixture is then refluxed for 1 hour, stirred an additional 2 hours, filtered, and the filtrate concentrated to give N-acryloylalanine ethyl ester.

Workup

  1. temperatureThe reaction mixture is then refluxed for 1 hour
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-0cf1feefe3e64f9aa6ba523c87c84d0f
Source dataset
uspto-grants-1979_03
Patent number
US04144342

Reaction notes

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