Ether hydrochloride → 4-[2-(4-Fluorobenzyloxy)ethyl]piperidine

HRID 2095447Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2095447
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][O:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.CCOCC>CO>[F:24][C:21]1[CH:20]=[CH:19][C:18]([CH2:17][O:16][CH2:15][CH2:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:23][CH:22]=1

Komponenten

4

Edukt 2

HCID 10953452Ether hydrochlorideHCID 593714721-(Tert-butoxycarbonyl)-4-[2-(4-fluorobenzyloxy)ethyl]piperidine

Produkt 1

HCID 207353244-[2-(4-Fluorobenzyloxy)ethyl]piperidineAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-(tert-butoxycarbonyl)-4-[2-(4-fluorobenzyloxy)ethyl]piperidine (257 mg, 0.76 mmol) in MeOH (0.5 mL) was added 2N anhydrous HCl/ether (1.0 mL, 2.0 mmol). The reaction mixture was stirred overnight. After evaporation, the residue was dissolved in deionized water. EtOAc was used to wash the aqueous layer before the pH was altered to approx. 9-10. The aqueous layer was extracted three times with CH2Cl2, and the combined organic phases were dried over Na2SO4. After evaporation, 4-[2-(4-fluorobenzyloxy)ethyl]piperidine (150 mg, 83% yield) was obtained as a colorless oil.

Aufarbeitung

  1. customAfter evaporation
  2. dissolutionthe residue was dissolved in deionized water
  3. washto wash the aqueous layer before the pH
  4. extractionThe aqueous layer was extracted three times with CH2Cl2
  5. dry with materialthe combined organic phases were dried over Na2SO4
  6. customAfter evaporation

Quellen und Nachweise

ORD-Eintrag
ord-e2b137b0d774441fac306a34da9131bc
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08445684B2

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