Thionyl Chloride → 1-(2-Thiopheneacetyl)-3-piperidinecarbonyl chloride

HRID 432805Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 432805
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([N:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([OH:17])=O)[CH2:10]1)=[O:8].S(Cl)([Cl:20])=O>ClCCl>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([N:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([Cl:20])=[O:17])[CH2:10]1)=[O:8]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 167909951-(2-(Thiophen-2-yl)acetyl)piperidine-3-carboxylic acid

Produkt 1

HCID 187602711-(2-Thiopheneacetyl)-3-piperidinecarbonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1-(2-thiopheneacetyl)-3-piperidine carboxylic acid (1.3 g; 5.1 mmol) was dissolved in dry dichloromethane (35 ml) under a nitrogen atmosphere. Thionyl chloride (3 ml. 41.3 mmol) was added and the mixture was heated to reflux for approximately 1 hour. It was then cooled to ambient temperature and evaporated under reduced pressure, giving 1-(2-thiopheneacetyl)-3-piperidinecarbonyl chloride as a brownish oil. MS m/z (positive ion; run in CH3CN) 274 ([M+2]H+; 50), 272 (MH+; 100).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux for approximately 1 hour
  3. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-89d8a7eec4ab42be8e8a5b21a99c1fe4
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664271B1

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