반응 #1702081

반응 방정식

Sodium perborate tetrahydrate

KBr

5-cyclopropyl-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one

→

desired product

수율 45.4%

8-bromo-5-cyclopropyl-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one

수율 45.4%

용매

acetic acid

반응 조건

후처리

1. 1
   기타quenched with sodium carbonate (aqueous saturated) and a few drops of NaOH (10% aqueous)
2. 2
   추출The mixture was extracted with ethyl acetate
3. 3
   세척the combined organic phases were washed with sodium carbonate
4. 4
   건조dried over sodium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타Purification of the crude mixture by silica gel flash chromatography (0-20% methanol in ethyl acetate)

실험 절차

Sodium perborate tetrahydrate (1.07 g, 6.94 mmol) was added in one portion to a suspension of KBr (0.770 g, 6.47 mmol), 5-cyclopropyl-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one (1.00 g, 4.62 mmol) and ammonium molybdate tetrahydrate (0.114 mg, 0.092 mmol) in acetic acid (10 ml). The mixture was stirred at room temperature for 24 hours, then quenched with sodium carbonate (aqueous saturated) and a few drops of NaOH (10% aqueous). The mixture was extracted with ethyl acetate and the combined organic phases were washed with sodium carbonate, dried over sodium sulfate filtered and concentrated. Purification of the crude mixture by silica gel flash chromatography (0-20% methanol in ethyl acetate) gave the desired product as a brown solid (0.619 g, 45%).

출처