Sodium Azide → (R)-4-azido-1,1,1-trifluoro-2-butanol

HRID 1243613Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1243613
[F:1][C:2]([F:9])([F:8])[C@H:3]([OH:7])[CH2:4][CH2:5]I.[N-:10]=[N+:11]=[N-:12].[Na+]>CS(C)=O.O>[N:10]([CH2:5][CH2:4][C@@H:3]([OH:7])[C:2]([F:9])([F:8])[F:1])=[N+:11]=[N-:12]

Komponenten

5

Edukt 2

HCID 33557Sodium AzideHCID 22874097(R)-1,1,1-trifluoro-4-iodo-2-butanol

Produkt 1

HCID 21064884(R)-4-azido-1,1,1-trifluoro-2-butanolAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A solution of (R)-1,1,1-trifluoro-4-iodo-2-butanol (3.30 g, 13.0 mmol) in DMSO (22 mL) was treated with sodium azide (0.930 g, 14.3 mmol) at ambient temperature, followed by heating at 50° C. for 20 h. The mixture was diluted with cold water (250 mL) and extracted with diethyl ether. The combined organic extracts were washed (brine), dried, and evaporated without heat to give the product as a pale yellow oil (2.20 g, 100%).

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. washThe combined organic extracts were washed (brine)
  3. customdried
  4. customevaporated
  5. temperaturewithout heat

Quellen und Nachweise

ORD-Eintrag
ord-d2c398c1965c4c7d87929722f998f964
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07119109B2

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