反应 #1702081

反应方程式

Sodium perborate tetrahydrate

KBr

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

→

desired product

收率 45.4%

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

收率 45.4%

溶剂

acetic acid

反应条件

后处理

1. 1
   其他quenched with sodium carbonate (aqueous saturated) and a few drops of NaOH (10% aqueous)
2. 2
   萃取The mixture was extracted with ethyl acetate
3. 3
   洗涤the combined organic phases were washed with sodium carbonate
4. 4
   干燥dried over sodium sulfate
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他Purification of the crude mixture by silica gel flash chromatography (0-20% methanol in ethyl acetate)

实验过程

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%).

来源