Hydrochloric Acid → 1-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

HRID 1642816Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1642816
[F:1][C:2]([F:30])([F:29])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][N:14]([C:16]([N:18]3[CH2:23][CH2:22][CH:21]([OH:24])[CH2:20][CH2:19]3)=[O:17])[CH2:13][CH:12]([C:25]([O:27]C)=[O:26])[CH2:11]2)=[CH:6][CH:5]=1.CC(C)([O-])C.[K+].Cl>CO.O>[OH:24][CH:21]1[CH2:20][CH2:19][N:18]([C:16]([N:14]2[CH2:15][CH:10]([C:7]3[CH:8]=[CH:9][C:4]([O:3][C:2]([F:1])([F:29])[F:30])=[CH:5][CH:6]=3)[CH2:11][CH:12]([C:25]([OH:27])=[O:26])[CH2:13]2)=[O:17])[CH2:23][CH2:22]1

Komponenten

6

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

828 mg (1.92 mmol) of methyl 5-(4-(trifluoromethoxy)phenyl)-1-[(4-hydroxypiperidin-1-yl)carbonyl]piperidine-3-carboxylate were dissolved in 70 ml of methanol, 2159 mg (19.24 mmol) of potassium tert-butoxide were added and the mixture was stirred at 60° C. overnight. For work-up, the reaction solution was diluted with water and acidified with 1N hydrochloric acid (pH 1). The mixture was extracted with ethyl acetate. The combined organic phases were dried with sodium sulphate and concentrated under reduced pressure. Yield: 749 mg (94% of theory)

Aufarbeitung

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialThe combined organic phases were dried with sodium sulphate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6158678067ab4f039e354bc754a1fa97
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119663B2

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