Water → Diethyl 2-(3-bromopropionamido)malonate

HRID 260502Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260502
C(N(CC)CC)C.Cl.[NH2:9][CH:10]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12].[Br:21][CH2:22][CH2:23][C:24](Cl)=[O:25].O>C(Cl)Cl>[Br:21][CH2:22][CH2:23][C:24]([NH:9][CH:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:25]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 84944Propanoyl chloride, 3-bromo-HCID 3084143Propanedioic acid, 2-amino-, 1,3-diethyl ester, hydrochloride (1:1)

Produkt 1

HCID 19045185Diethyl 2-(3-bromopropionamido)malonateAusbeute 80,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2(a) 2.8 ml of triethylamine were added to a suspension of 2.11 g of diethyl 2-aminomalonate hydrochloride in 50 ml of methylene chloride. 1.71 g of 3-bromopropionyl chloride were then added to the mixture, whilst ice-cooling, and then the mixture was stirred for 30 minutes. At the end of this time, the reaction mixture was poured into water and extracted with diethyl ether. The extract was washed with a 5% w/v aqueous solution of sodium bicarbonate and with water, in that order, after which it was dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, to give 2.5 g of diethyl 2-(3-bromopropionamido)malonate.

Aufarbeitung

  1. temperaturecooling
  2. extractionextracted with diethyl ether
  3. washThe extract was washed with a 5% w/v aqueous solution of sodium bicarbonate and with water, in that order
  4. dry with materialafter which it was dried over anhydrous magnesium sulfate
  5. customThe solvent was then removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b9fbe284c88f47fdaa9e8b93e53303d8
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527905

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