反応 #80444

反応方程式

3-butyn-2-ol

N,O-bis(phenoxycarbonyl)hydroxylamine

triphenylphosphine

diethylazodicarboxylate

→

N,O-bis(phenoxycarbonyl)-N-(3-butyn-2-yl)hydroxylamine

収率 88.1%

溶媒

THF

反応条件

後処理

1. 1
   濃縮was concentrated almost to dryness
2. 2
   workup.ADDITIONThe residue was diluted with ethyl acetate
3. 3
   ろ過the solids were filtered off
4. 4
   濃縮the flitrate was concentrated in vacuo

実験手順

To a 0° C. solution in THF (200 mL) of 3-butyn-2-ol (3.00 g, 42.9 mmol), N,O-bis(phenoxycarbonyl)hydroxylamine (11.7 g, 42.9 mmol), and triphenylphosphine (11.7 g, 42.9 mmol), was added dropwise diethylazodicarboxylate (7.40 g, 42.8 mmol). The reaction mixture was stirred for 2 hours at 0°-5° C. and then was concentrated almost to dryness. The residue was diluted with ethyl acetate, the solids were filtered off, and the flitrate was concentrated in vacuo. Chromatography on silica gel (5% ethyl acetate, pentane) provided N,O-bis(phenoxycarbonyl)-N-(3-butyn-2-yl)hydroxylamine (12.3 g, 88% ).

出典