Thionyl Chloride → 3-Quinuclidinecarbonyl chloride Hydrochloride

HRID 722169

Reaktionsgleichung

Reaktionsgleichung von HRID 722169
[ClH:1].[N:2]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[CH:4]([C:10]([OH:12])=O)[CH2:3]2.S(Cl)([Cl:15])=O>C1(C)C=CC=CC=1>[ClH:15].[N:2]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[CH:4]([C:10]([Cl:1])=[O:12])[CH2:3]2

Komponenten

4

Edukt 2

HCID 24386Thionyl Chloride2×HCID 126734361-Azabicyclo(2.2.2)octane-3-carboxylic acid hydrochloride

Produkt 1

HCID 126734373-Quinuclidinecarbonyl chloride Hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

500 mg (2.61 mmol) of 3-quinuclidinecarboxylic acid hydrochloride (Orlek et al., J. Med. Chem. 1991, 34, 2726) are boiled together with 1.9 ml (26.09 mmol) of thionyl choride under reflux for 2 h. The reaction mixture is freed of thionyl chloride under reduced pressure. 20 ml portions of toluene are twice added and evaporated to dryness. The product obtained in this way is reacted further without further purification.

Aufarbeitung

  1. temperatureunder reflux for 2 h
  2. customevaporated to dryness
  3. customThe product obtained in this way
  4. customis reacted further without further purification

Quellen und Nachweise

ORD-Eintrag
ord-da64b4506e7f45239d54214f6ee18580
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07138410B2

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