Nitrobenzene → 3-(4-Fluorophenyl)-2,1-benzisoxazole

HRID 1147

반응식

HRID 1147 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#N)=[CH:4][CH:3]=1.[OH-].[Na+].[N+:13]([C:16]1C=[CH:20][CH:19]=[CH:18][CH:17]=1)([O-])=[O:14]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:14][N:13]=[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:9]=23)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 7416NitrobenzeneHCID 14798Sodium HydroxideHCID 68016Benzeneacetonitrile, 4-fluoro-

생성물 1

HCID 196948213-(4-Fluorophenyl)-2,1-benzisoxazole

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A total of 50.7 g (0.375 mol) of 4-fluorophenyl-acetonitrile is slowly added to a vigorously stirred, room-temperature solution of 150 g (3.75 mol) of sodium hydroxide in 750 ml of absolute methanol. After solution is complete, 46 g (0.374 mol) of nitrobenzene is slowly added. The resulting solution is warmed to 65°-70° C. and held at this temperature for 9 hours. The dark slurry is cooled to room temperature, diluted with 250 ml of 50% methanol, and cooled in an ice bath. The resulting dark precipitate is filtered and washed with cold methanol until the methanol washings were clear. The product (16) is recrystallized from toluene.

후처리

  1. temperatureThe resulting solution is warmed to 65°-70° C.
  2. temperaturecooled in an ice bath
  3. filtrationThe resulting dark precipitate is filtered
  4. washwashed with cold methanol until the methanol washings
  5. customThe product (16) is recrystallized from toluene

출처 및 근거

ORD 기록
ord-d0e79d3004cd4cb5a98d3c999a726a05
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723573

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