تفاعل #2271683

معادلة التفاعل

acetonitrile

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

1-[4-(3-chloropropoxy)-3-methoxyphenyl]-2,2,2-trifluoroethanone

K2CO3

→

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

المردود 56.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةrefluxed for 16 hours
2. 2
   درجة الحرارةAfter cooling
3. 3
   استخلاصthe aqueous mixture extracted with ethyl acetate
4. 4
   غسيلThe extract was washed (H2O)
5. 5
   تجفيفdried (MgSO4)
6. 6
   تركيزthe solvent was concentrated to an oil, which upon evacuation at high vacuum
7. 7
   أخرىafforded 3.2 g of a waxy solid
8. 8
   أخرىThe solid was chromatographed on a Waters preparative LC (silica columns, eluting with methanol-dichloromethane)

الإجراء التجريبي

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (1.5 g, 6.7 mmol), 1-[4-(3-chloropropoxy)-3-methoxyphenyl]-2,2,2-trifluoroethanone (2.0 g, 6.7 mmol). K2CO3 (0.88 g). Kl (0.1 g) and acetonitrile (50 ml.) was stirred and refluxed for 16 hours. After cooling, the reaction was poured into water and the aqueous mixture extracted with ethyl acetate. The extract was washed (H2O), dried (MgSO4), and the solvent was concentrated to an oil, which upon evacuation at high vacuum afforded 3.2 g of a waxy solid. The solid was chromatographed on a Waters preparative LC (silica columns, eluting with methanol-dichloromethane). Concentration of the appropriate fractions gave 1.8 g (56%) of 1-[4-[3-[4- (6-fluoro-1,2-benzisoxazol-3-yl)-1- piperidinyl]-propoxy]-3-methoxyphenyl]-2,2,2-trifluoroethanone solid, m.p.=94°-96° C.

المصدر