Sodium Hydroxide → (1RS,2RS,5SR)-8-Methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-ylamine

HRID 1690270

Reaktionsgleichung

Reaktionsgleichung von HRID 1690270
[CH3:1][N:2]1[CH:7]2[CH2:8][CH2:9][CH:3]1[C:4]([NH:16]C(=O)C)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:5][CH2:6]2.[OH-].[Na+]>Cl>[CH3:1][N:2]1[CH:7]2[CH2:8][CH2:9][CH:3]1[C:4]([NH2:16])([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:5][CH2:6]2

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 58565896N-((1RS,2RS,5SR)-8-Methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-yl)-acetamide

Produkt 1

HCID 58565893(1RS,2RS,5SR)-8-Methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of 90 mg (0.348 mmol) N-((1RS,2RS,5SR)-8-methyl-2-phenyl-8-aza bicyclo[3.2.1]oct-2-yl)-acetamide in 1.8 ml HCl 5N was heated in a 105° C. oil bath for 27 hours. The solution was cooled in an ice bath and basified with a NaOH 5N solution. The aqueous layer was extracted 3 times with dichloromethane. The combined extracts were dried over sodiumsulfate, filtered and concentrated in vacuo to provide 71 mg (y: 94.2%) of the title compound as an off-white solid. MS (m/e): 217.4 (M+H+).

Aufarbeitung

  1. temperatureThe solution was cooled in an ice bath
  2. extractionThe aqueous layer was extracted 3 times with dichloromethane
  3. dry with materialThe combined extracts were dried over sodiumsulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d84a602a359e4333a0bf5e89cbb858a4
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08153653B2

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