반응 #83897

반응 방정식

acetonitrile

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

N-(3-chloropropyl)-6-acetyl-2-benzoxazolinone

K2CO3

→

N-[3-[4-(6-fluoro-1,2-benzisoxazol-3yl)-1-piperidinyl]propyl]-6-acetyl-2-benzoxazolinone

수율 31.0%

용매

water

반응 조건

후처리

1. 1
   온도refluxed for 13 hours
2. 2
   기타a dark, brown solid that separated was collected
3. 3
   기타to afford 3.3 g of crude product
4. 4
   기타The solid was chromatographed on a Waters Prep 500 HPLC
5. 5
   기타22 Concentration of appropriate fractions afforded
6. 6
   기타2.3 g of a yellow solid, and recrystallization from ethyl acetate

실험 절차

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (2.0 g, 9 mmol), N-(3-chloropropyl)-6-acetyl-2-benzoxazolinone (2.4 g, 9 mmol), K2CO3 (3.6 g), a few crystals of KI, and acetonitrile (50 ml) was stirred and refluxed for 13 hours. The reaction was poured into water, and a dark, brown solid that separated was collected to afford 3.3 g of crude product. The solid was chromatographed on a Waters Prep 500 HPLC. 22 Concentration of appropriate fractions afforded 2.3 g of a yellow solid, and recrystallization from ethyl acetate yielded 1.2 g (31%) of N-[3-[4-(6-fluoro-1,2-benzisoxazol-3yl)-1-piperidinyl]propyl]-6-acetyl-2-benzoxazolinone, m.p.=152°-154° C.

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