反応 #166183

反応方程式

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

lithiumtetrahydroaluminate

tetrahydrofuran

→

title compound

収率 99.5%

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

収率 99.5%

溶媒

ethyl ether

反応条件

後処理

1. 1
   その他The reaction mixture was quenched with water (25 mL)
2. 2
   温度to warm to room temperature
3. 3
   ろ過The suspension was filtered
4. 4
   洗浄the residue washed with diethyl ether and layers
5. 5
   その他separated
6. 6
   抽出The organic extract
7. 7
   乾燥was dried (Na2SO4)
8. 8
   ろ過filtered
9. 9
   濃縮concentrated in vacuo

実験手順

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).

出典