Reaktion #169570

Reaktionsgleichung

HCl dioxane

(S)-3-(tert-butoxycarbonylamino)-2-(4-chlorophenyl)propanoic acid

dioxane

→

(S)-3-amino-2-(4-chlorophenyl)propanoic acid hydrochloride

Ausbeute 153.3%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenafter which it was concentrated to 1/3 volume
2. 2
   workup.ADDITIONThe resulting cloudy mixture was diluted with ether
3. 3
   Einengenthe mixture was concentrated again to 1/3 volume
4. 4
   workup.ADDITIONThe mixture was diluted again with ether (20 mL)
5. 5
   Sonstigethe solids were isolated by filtration through a medium frit funnel with nitrogen pressure
6. 6
   WaschenThe solids were rinsed with ether (5×10 mL)
7. 7
   Sonstigedried under nitrogen pressure
8. 8
   Sonstigedried in vacuo

Vorschrift

4M HCl/dioxane (5.49 mL, 22.0 mmol) was added to a solution of (S)-3-(tert-butoxycarbonylamino)-2-(4-chlorophenyl)propanoic acid (0.329 g, 1.10 mmol) in 2:1 dioxane:DCM (10 mL). The reaction mixture was stirred at room temperature overnight (16 hours), after which it was concentrated to 1/3 volume. The resulting cloudy mixture was diluted with ether, and the mixture was concentrated again to 1/3 volume. The mixture was diluted again with ether (20 mL), and the solids were isolated by filtration through a medium frit funnel with nitrogen pressure. The solids were rinsed with ether (5×10 mL), dried under nitrogen pressure, and dried in vacuo to give (S)-3-amino-2-(4-chlorophenyl)propanoic acid hydrochloride (0.199 g, 76.8% yield) as a white powder. HPLC>99 area % pure. LC/MS (APCI+) m/z 200.

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