反応 #166180

反応方程式

2-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-propoxy]-isoindole-1,3-dione

methyl hydrazine

→

title compound

O—[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-propyl]hydroxylamine

溶媒

DCM

反応条件

後処理

1. 1
   ろ過then filtered
2. 2
   濃縮the filtrate concentrated in vacuo
3. 3
   workup.DISTILLATIONThe resultant residue was subjected to distillation (b.p. 108-112° C. at 2-10 mbar)

実験手順

To a cold solution of crude 2-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-propoxy]-isoindole-1,3-dione (0.28 mol) in DCM (200 ml) at 0° C. was added methyl hydrazine (14.74 mol, 0.28 mol). The reaction mixture was stirred at 0° C. for 30 minutes then filtered and the filtrate concentrated in vacuo. The resultant residue was subjected to distillation (b.p. 108-112° C. at 2-10 mbar) to yield the title compound as a colourless oil. (42.63 g, 74% from ethyl lactate). 1H NMR (CDCl3, 400 MHz) 5.36 (2H, s), 3.95 (1H, m), 3.55-3.41 (2H, m), 1.04 (3H, d, J=6.28 Hz), 0.81 (9H, s), 0.02 (6H, m).

出典