Hydrochloric Acid → 4-(2-Methoxyethoxy)piperidine hydrochloride

HRID 1693397Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1693397
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][CH2:15][CH2:16][O:17][CH3:18])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:19].O1CCOCC1>CO>[ClH:19].[CH3:18][O:17][CH2:16][CH2:15][O:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 57476927Tert-butyl 4-(2-methoxyethoxy)piperidin-1-carboxylate

Produkt 1

HCID 220613544-(2-Methoxyethoxy)piperidine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-(2-methoxyethoxy)-piperidine-1-carboxylic acid tert-butyl ester (Preparation 81, 114 mg, 0.44 mmol) in methanol (3 mL) was added 4M HCl in dioxane (550 μL, 2.20 mmol) and the reaction stirred at rt for 16 h. Solvent was removed in vacuo and the crude residue dissolved in water (10 mL). The aqueous solution was extracted with ethyl acetate (2×10 mL) then concentrated in vacuo. Purification by trituration in ethyl acetate gave the title compound as the hydrochloride salt. δH (CD3OD): 3.74-3.67 (1H, m), 3.64 (2H, m), 3.56 (2H, m), 3.40-2.39 (7H, m), 2.11-1.96 (2H, m), 1.93-1.83 (2H, m).

Aufarbeitung

  1. customSolvent was removed in vacuo
  2. dissolutionthe crude residue dissolved in water (10 mL)
  3. extractionThe aqueous solution was extracted with ethyl acetate (2×10 mL)
  4. concentrationthen concentrated in vacuo
  5. customPurification by trituration in ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-0e15bd9866244e47911e59b9e21eefac
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158622B2

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