تفاعل #2271673

معادلة التفاعل

6-fluoro-3-(4-piperidinyl)-1,2 benzisoxazole

K2CO3

1-[3-(3-chloropropoxy)-4-methoxy-phenyl]phenylmethanone

→

1-[3-[3-[4-(6- fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-4-methoxyphenyl]phenylmethanone

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 4 hours
2. 2
   أخرىAt the end of the reaction
3. 3
   أخرىthe solvent was evaporated
4. 4
   أخرىthe residue was partitioned between water (150 ml) and dichloromethane (400 ml)
5. 5
   غسيلThe dichloromethane solution was washed with water and brine (100 ml)
6. 6
   تجفيفdried over MgSO4
7. 7
   تركيزconcentrated to an oil
8. 8
   أخرىThe purification
9. 9
   غسيلwas done by flash chromatography over a silica gel column (SiO2: 40 g; eluted with dichloromethane, 300 ml: 1% methanol in dichloromethane, 850 ml)
10. 10
    أخرىThe material thus obtained as a colorless oil
11. 11
    أخرىRecrystallization from ethanol (150 ml)

الإجراء التجريبي

A stirred mixture of 6-fluoro-3-(4-piperidinyl)-1,2 benzisoxazole (2.01 g: 9.13 mmol). K2CO3 (2.0 g) and 1-[3-(3-chloropropoxy)-4-methoxy-phenyl]phenylmethanone (3.93 g; 11.3 mmol) and acetonitrile (50 ml) was heated at reflux for 4 hours. At the end of the reaction, the solvent was evaporated and the residue was partitioned between water (150 ml) and dichloromethane (400 ml). The dichloromethane solution was washed with water and brine (100 ml), dried over MgSO4, then concentrated to an oil. The purification was done by flash chromatography over a silica gel column (SiO2: 40 g; eluted with dichloromethane, 300 ml: 1% methanol in dichloromethane, 850 ml). The material thus obtained as a colorless oil solidified on standing. Recrystallization from ethanol (150 ml) gave 1-[3-[3-[4-(6- fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-4-methoxyphenyl]phenylmethanone as white crystals. 3.07 g (63%), mp=140°-141° C.

المصدر