Thionyl Chloride → methyl (2S)-piperidine-2-carboxylate hydrochloride

HRID 397657

Reaktionsgleichung

Reaktionsgleichung von HRID 397657
S(Cl)([Cl:3])=O.[C:5]([C@@H]([C@H](C(O)=O)O)O)(O)=O.[NH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][C@H:16]1[C:21]([OH:23])=[O:22]>CO>[ClH:3].[CH3:5][O:22][C:21]([C@@H:16]1[CH2:17][CH2:18][CH2:19][CH2:20][NH:15]1)=[O:23]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 69946027HCID 69946027, Verbindung

Produkt 1

HCID 13246232methyl (2S)-piperidine-2-carboxylate hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Thionyl chloride (161 ml) was added dropwise to a suspension of (2S)-2-piperidinecarboxylic acid L-tartrate (60 g) [see Preparation 1] in methanol (800 ml) at 0° C. The reaction mixture was stirred for 18 hours at room temperature after which time the solvent was removed under reduced pressure and the product azeotroped with toluene, precipitated out using methanol and filtered to afford (2S)-2-(methoxycarbonyl)piperidine hydrochloride (37.7 g) as a white solid.

Aufarbeitung

  1. customwas removed under reduced pressure
  2. customthe product azeotroped with toluene
  3. customprecipitated out
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-778ae1da2ae74976806c95bbe1013773
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610707B1

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