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

HRID 484484Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 484484
[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-piperdinepropanoic 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-a5e93ec437af438da15cc6fc3d6e5d05
Quelldatensatz
uspto-grants-1993_07
Patentnummer
US05231184

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