반응 #80444

반응 방정식

3-butyn-2-ol

N,O-bis(phenoxycarbonyl)hydroxylamine

triphenylphosphine

diethylazodicarboxylate

→

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

수율 88.1%

용매

THF

반응 조건

후처리

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

실험 절차

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% ).

출처