Thionyl Chloride → (Phenylmethyl) 4-(3-chloro-3-oxopropyl)-1-piperidinecarboxylate

HRID 1030897Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1030897
[C:1]1([CH2:7][O:8][C:9]([N:11]2[CH2:16][CH2:15][CH:14]([CH2:17][CH2:18][C:19]([OH:21])=O)[CH2:13][CH2:12]2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:24])=O>ClCCl>[Cl:24][C:19](=[O:21])[CH2:18][CH2:17][CH:14]1[CH2:15][CH2:16][N:11]([C:9]([O:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:10])[CH2:12][CH2:13]1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 98953153-(1-((Benzyloxy)carbonyl)piperidin-4-yl)propanoic acid

Produkt 1

HCID 12674069(Phenylmethyl) 4-(3-chloro-3-oxopropyl)-1-piperidinecarboxylateAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred mixture of 29 parts of 1-[(phenylmethoxy)carbonyl]-4-piperidinepropanoic acid and 520 parts of dichloromethane were added dropwise 14.9 parts of thionyl chloride. Upon complete addition, stirring was continued overnight at room temperature. The reaction mixture was evaporated, yielding 28.3 parts (91.5%) of (phenylmethyl) 4-(3-chloro-3-oxopropyl)-1-piperidinecarboxylate as a residue (int. 34).

Aufarbeitung

  1. additionUpon complete addition
  2. customThe reaction mixture was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-6e8d6cab5dae4a3eadb052a7e0a33ad3
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05106973

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