반응 #155314

반응 방정식

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

수율 94.0%

용매

chloroform

methanol

반응 조건

후처리

1. 1
   온도while heating
2. 2
   온도under reflux
3. 3
   농축concentrated to dryness under reduced pressure
4. 4
   workup.ADDITION2N hydrochloric acid (30 ml) and water were added to the residue
5. 5
   추출followed by extraction
6. 6
   농축The thus-obtained organic layer was concentrated to dryness under reduced pressure
7. 7
   기타the residue was then purified
8. 8
   농축The purified product was concentrated to dryness under reduced pressure

실험 절차

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%).

출처