Diethyl Malonate → 2-(N-tert-butoxycarbonyl-4-butylamino)malonic acid diethyl ester

HRID 1589894Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1589894
[Na].[C:2]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:13]([O:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24]Cl)=[O:19])([CH3:16])([CH3:15])[CH3:14].CCOC(C)=O.O>C(O)C>[CH2:11]([O:10][C:2](=[O:9])[CH:3]([N:20]([CH2:21][CH2:22][CH2:23][CH3:24])[C:18]([O:17][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:19])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH3:12]

Komponenten

6

Edukt 4

HCID 7761Diethyl MalonateHCID 5360545SodiumHCID 19758183tert-Butyl (4-chlorobutyl)carbamateHCID 22728543Water ethylacetate

Produkt 1

HCID 867447582-(N-tert-butoxycarbonyl-4-butylamino)malonic acid diethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Metallic sodium (0.28 g, 0.012 mol) is dissolved in absolute ethyl alcohol (EtOH) (9 ml) under nitrogen atmosphere. The mixture is heated to 60° C. and diethyl malonate (3.8 g, 0.024 mol) is then dripped therein. N-tert-butoxycarbonyl-4-chloro-butylamine (2.5 g, 0.012 mol) is then gradually added, at room temperature, to the resulting solution. The reaction mixture is stirred at room temperature for 2 hours and at the reflux temperature for 6 hours, and then poured into a mixture AcOEt/water (100 ml 1/1 v/v). The organic phase which is separated is then washed repeatedly with water and dried over MgSO4.

Aufarbeitung

  1. customThe organic phase which is separated
  2. washis then washed repeatedly with water
  3. dry with materialdried over MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-a51fb4184066454a9b43e42e35018e8f
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05200506

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