Glycine → N-[(allyloxy)carbonyl]glycine

HRID 542362

Reaktionsgleichung

Reaktionsgleichung von HRID 542362
[CH2:1]([O:4][C:5](Cl)=[O:6])[CH:2]=[CH2:3].[NH2:8][CH2:9][C:10]([OH:12])=[O:11]>O.[OH-].[Na+]>[CH2:1]([O:4][C:5]([NH:8][CH2:9][C:10]([OH:12])=[O:11])=[O:6])[CH:2]=[CH2:3]

Komponenten

5

Edukt 2

HCID 750GlycineHCID 18052Allyl chloroformate

Produkt 1

HCID 11964402N-[(allyloxy)carbonyl]glycine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

12 ml of chloroformic acid allyl ester are added dropwise at 0° to a solution of 7.51 g of glycine in 20 ml of water and 44 ml of 5N NaOH solution. The suspension is then stirred for 16 hours at room temperature. After removal of the insoluble material by filtration, the filtrate is diluted with 100 ml of water and washed twice with CH2Cl2. The aqueous phase is adjusted to pH 2 with 4N HCl and extracted twice with CH2Cl2. The combined organic extracts are washed once with brine, dried over MgSO4 and concentrated by evaporation to form the white crystals of the title compound. IR in CH2Cl2 : 3450, 1715 cm-1.

Aufarbeitung

  1. customAfter removal of the insoluble material
  2. filtrationby filtration
  3. additionthe filtrate is diluted with 100 ml of water
  4. washwashed twice with CH2Cl2
  5. extractionextracted twice with CH2Cl2
  6. washThe combined organic extracts are washed once with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-83912b56acc848b9ad4c34d49a828c72
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04656165

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