Dimethylformamide → HCID 11789689, Verbindung

HRID 2186497Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2186497
Cl[CH2:2][C@H:3]([OH:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[N-:11]=[N+:12]=[N-:13].[Na+].CN(C=O)C>C1(C)C=CC=CC=1>[N:11]([CH2:2][C@H:3]([OH:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+:12]=[N-:13]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 27344454-Chloro-3-hydroxybutyric acid ethyl ester, (3R)-

Produkt 1

HCID 11789689HCID 11789689, VerbindungAusbeute 79,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

In a 200 ml four-necked flask were charged 20.0 g (0.12 mol) of ethyl (R)-4-chloro-3-hydroxybutyrate, 15.6 g (0.24 mol) of sodium azide and 80 ml of DMF, and the reaction mixture was stirred for 24 hours at a reaction temperature of about 100° C. After cooling the reaction mixture, the reaction mixture was diluted with 100 ml of toluene, washed with 50 ml of water, and concentrated to give 16.5 g (79%) of the title compound.

Aufarbeitung

  1. temperatureAfter cooling the reaction mixture
  2. washwashed with 50 ml of water
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7bef6720545a43558abd45b39df2490e
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06403804B1

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