تفاعل #1702078

معادلة التفاعل

sodium triacetoxyborohydride

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

acetic acid

2-(4-chlorophenyl)acetaldehyde

sodium bicarbonate

→

desired compound

المردود 76.0%

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

المردود 76.0%

المذيبات

dichloroethane

ظروف التفاعل

المعالجة

1. 1
   استخلاصfollowed by extraction with dichloromethane
2. 2
   تجفيفThe organic phases were dried over sodium sulfate
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated

الإجراء التجريبي

To a solution of 5-cyclopropyl-8-methoxy-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one (50.0 mg, 0.203 mmol) from Example 1 in dichloroethane (2 ml) at 0° C. was added acetic acid (0.035 ml, 0.609 mmol), 2-(4-chlorophenyl)acetaldehyde (47.0 mg, 0.304 mmol) prepared as above and sodium triacetoxyborohydride (129.0 mg, 0.609 mmol). The mixture was stirred overnight at room temperature and then sodium bicarbonate was added followed by extraction with dichloromethane. The organic phases were dried over sodium sulfate, filtered and concentrated. Preparative thin layer chromatography (pentane/ethyl acetate: 1/1) of the obtained residue gave the desired compound as a yellow oil (59 mg, 76%).

المصدر