反应 #155314

反应方程式

1-(3-Propoxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone

Hydroxylamine hydrochloride

pyridine

→

1-(3-propoxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone oxime

收率 94.0%

溶剂

chloroform

methanol

反应条件

后处理

1. 1
   温度while heating
2. 2
   温度under reflux
3. 3
   浓缩concentrated to dryness under reduced pressure
4. 4
   workup.ADDITION2N hydrochloric acid (30 ml) and water were added to the residue
5. 5
   萃取followed by extraction
6. 6
   浓缩The thus-obtained organic layer was concentrated to dryness under reduced pressure
7. 7
   其他the residue was then purified
8. 8
   浓缩The purified product was concentrated to dryness under reduced pressure

实验过程

1-(3-Propoxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone (8.88 g, 38.2 mmol) was dissolved in a mixed solvent of chloroform (20 ml) and methanol (80 ml). Hydroxylamine hydrochloride (4.05 g, 58.2 mmol) and pyridine (9.46 ml, 117 mmol) were added to the solution and stirred for 16 hours while heating under reflux. The reaction mixture was cooled to room temperature, and then concentrated to dryness under reduced pressure. 2N hydrochloric acid (30 ml) and water were added to the residue, followed by extraction using dichloromethane. The thus-obtained organic layer was concentrated to dryness under reduced pressure, and the residue was then purified using silica gel column chromatography (n-hexane: ethyl acetate=5:1). The purified product was concentrated to dryness under reduced pressure, giving a pale yellow powder of 1-(3-propoxy-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone oxime (8.87 g, yield: 94%).

来源