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Methanol → Methyl 4-(piperidin-2-yl)butanoate hydrochloride

HRID 1881683
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1881683
Cl.[NH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12].S(Cl)([Cl:16])=O.[CH3:18]O>>[ClH:16].[NH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:18])=[O:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 124163274-(Piperidin-2-yl)butanoic acid--hydrogen chloride (1/1)

Produkt 1

HCID 66772062Methyl 4-(piperidin-2-yl)butanoate hydrochlorideAusbeute 45 %

Versuchsvorschrift

A solution of 4-(2-piperidinyl)butanoic acid hydrochloride (5.95 g, 34.8 mmol) in methanol (104 ml) was cooled to 0° C. Thionyl chloride (7.54 ml, 104.3 mmol) was slowly added at this temperature. The reaction mixture was heated under reflux for 12 h. The solvent was evaporated off under reduced pressure. The residue was suspended in ethyl acetate and the suspension was heated under reflux. The suspension was filtered hot. A white precipitate precipitates out in the filtrate, and was filtered out and dried under reduced pressure to give the product methyl 4-(piperidine-2-yl)butanoate hydrochloride (2) (3.49 g, 45%).

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 12 h
  3. customThe solvent was evaporated off under reduced pressure
  4. temperaturethe suspension was heated
  5. temperatureunder reflux
  6. filtrationThe suspension was filtered hot
  7. customA white precipitate precipitates out in the filtrate
  8. filtrationwas filtered out
  9. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1bfeece9c79545f4ba90cda4d6079ccd
Quelldatensatz
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08318769B2

Notizen zur Reaktion

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