反应 #44480

反应方程式

N-(tert-butoxycarbonyl)-hexahydro-1H-azepin-4-one

O-benzylhydroxylamine hydrochloride

ammonium acetate

→

title compound

4-Amino-azepane-1-carboxylic acid tert-butyl ester

溶剂

methanol

反应条件

后处理

1. 1
   其他The solvent was evaporated in vacuo
2. 2
   其他the crude oxime was purified by flash column chromatography (hexanes:ethyl acetate 100:0 to 50:50)
3. 3
   workup.ADDITIONadded 10% by weight Pd/C (100 mg)
4. 4
   过滤The reaction was filtered through a pad of celite and filtrate
5. 5
   其他evaporated in vacuo

实验过程

A solution of N-(tert-butoxycarbonyl)-hexahydro-1H-azepin-4-one (0.5 g, 2.34 mmoles), O-benzylhydroxylamine hydrochloride (0.41 g, 2.57 mmoles) and ammonium acetate (0.45 g, 5.86 mmoles) in methanol (10 mL) was refluxed for 1.2 hours. The solvent was evaporated in vacuo and the crude oxime was purified by flash column chromatography (hexanes:ethyl acetate 100:0 to 50:50). The product was taken in 4N NH3 in methanol (10 mL) and added 10% by weight Pd/C (100 mg) and stirred over H2 at balloon pressure for twelve hours. The reaction was filtered through a pad of celite and filtrate evaporated in vacuo to provide the title compound.

来源