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

HRID 969734ノート

反応式

HRID 969734 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-403354407f654bdea74d5597e06528d4
出典データセット
uspto-grants-2007_12
特許番号
US07307168B2

反応ノート

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