Potassium Hydroxide → 3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazole

HRID 969734

반응식

HRID 969734 반응식
Cl.F[C:3]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:4]=1[C:5](=[N:12][OH:13])[CH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.[OH-].[K+]>O>[F:18][C:16]1[CH:15]=[CH:14][C:4]2[C:5]([CH:6]3[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]3)=[N:12][O:13][C:3]=2[CH:17]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 57357481Methanone, (2,4-difluorophenyl)-4-piperidinyl-, oxime, hydrochloride (1:1)

생성물 1

HCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazole수율 81.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A suspension of 11 g of 4-(2,4-difluoro-benzoyl)piperidine-oxime hydrochloride and 25 g of potassium hydroxide in 25 ml of water is heated to boiling with stirring for 2 hours. The reaction mixture is cooled to room temperature and extracted with toluene. The organic phase is dried over anhydrous sodium sulfate and evaporated in vacuo. The residual crude product is recrystallized from petroleum ether. Thus 7.1 g of the title compound are obtained. According to HPLC MS analysis the product contains 5% of 4-{6-[4′-(6′-fluoro-1′,2′-benzisoxazol-3′-yl)-piperidine-1′-yl]-1,2-benzisoxazol-3-yl}-piperidine, as a contamination (compound of the Formula VI).

후처리

  1. temperatureis heated
  2. extractionextracted with toluene
  3. dry with materialThe organic phase is dried over anhydrous sodium sulfate
  4. customevaporated in vacuo
  5. customThe residual crude product is recrystallized from petroleum ether

출처 및 근거

ORD 기록
ord-403354407f654bdea74d5597e06528d4
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07307168B2

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