Potassium Carbonate → 3-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propionitrile

HRID 55708

반응식

HRID 55708 반응식
[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)=[N:7][O:8][C:4]=2[CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:24][CH2:25][C:26]#[N:27]>C(#N)C>[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:10][CH2:11][N:12]([CH2:24][CH2:25][C:26]#[N:27])[CH2:13][CH2:14]3)=[N:7][O:8][C:4]=2[CH:3]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 170203-BromopropionitrileHCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazole

생성물 1

HCID 184672443-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propionitrile수율 31.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine (11 g, 50 mmol), K2CO3 (8.5 g, 74 mmol) and 3-bromopropionitrile (8.2 g, 1.2 eq) in acetonitrile (300 ml) was heated at reflux for 24 hours. The mixture was cooled and the insolubles were filtered. The solvent was removed on a rotary evaporator and the crude product was purified by flash chromatography over a silica gel column (SiO2, 120 g). The product thus purified weighed 8.94 g. Recrystallization from ethanol yielded the nitrile as white crystals 4.3 g, m.p. 100°-101° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 24 hours
  3. temperatureThe mixture was cooled
  4. filtrationthe insolubles were filtered
  5. customThe solvent was removed on a rotary evaporator
  6. customthe crude product was purified by flash chromatography over a silica gel column (SiO2, 120 g)
  7. customThe product thus purified
  8. customRecrystallization from ethanol

출처 및 근거

ORD 기록
ord-857662e96a984888a8b6cb597c619328
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624927

연결된 노트

불러오는 중…