تفاعل #1702081

معادلة التفاعل

Sodium perborate tetrahydrate

KBr

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

→

desired product

المردود 45.4%

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

المردود 45.4%

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with sodium carbonate (aqueous saturated) and a few drops of NaOH (10% aqueous)
2. 2
   استخلاصThe mixture was extracted with ethyl acetate
3. 3
   غسيلthe combined organic phases were washed with sodium carbonate
4. 4
   تجفيفdried over sodium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated
7. 7
   أخرىPurification of the crude mixture by silica gel flash chromatography (0-20% methanol in ethyl acetate)

الإجراء التجريبي

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%).

المصدر