Reaktion #166183

Reaktionsgleichung

2-(N-Boc-aminooxy)isobutyric acid ethyl ester

lithiumtetrahydroaluminate

tetrahydrofuran

→

title compound

Ausbeute 99.5%

2-(N-Boc-aminooxy)-2-methylpropan-1-ol

Ausbeute 99.5%

Lösungsmittel

ethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was quenched with water (25 mL)
2. 2
   Temperaturto warm to room temperature
3. 3
   FiltrationThe suspension was filtered
4. 4
   Waschenthe residue washed with diethyl ether and layers
5. 5
   Sonstigeseparated
6. 6
   ExtraktionThe organic extract
7. 7
   Trocknenwas dried (Na2SO4)
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated in vacuo

Vorschrift

To a solution of 2-(N-Boc-aminooxy)isobutyric acid ethyl ester (2.35 g, 9.5 mmol) in anhydrous ethyl ether (100 mL) at 0° C. under nitrogen was added 1.0 M lithiumtetrahydroaluminate in tetrahydrofuran (17.1 mL, 17 mmol), and the reaction mixture stirred at 0° C. for 5 hours. The reaction mixture was quenched with water (25 mL) and allowed to warm to room temperature. The suspension was filtered and the residue washed with diethyl ether and layers separated. The organic extract was dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a white solid (1.94 g, 99%). 1H NMR (CDCl3, 400 MHz) 3.40 (s, 2H), 1.50 (s, 9H), 1.20 (s, 6H).

Quelle