Acetonitrile → HCID 178481647、化合物

HRID 2221540ノート

反応式

HRID 2221540 の反応式
C([O:8][C:9]1[C:13]([CH2:14][CH:15]2[S:19][C:18](=[O:20])[N:17]([CH3:21])[C:16]2=[O:22])=[CH:12][N:11]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:10]=1)C1C=CC=CC=1.C(#N)C.I[Si](C)(C)C>O>[OH:8][C:9]1[C:13]([CH2:14][CH:15]2[S:19][C:18](=[O:20])[N:17]([CH3:21])[C:16]2=[O:22])=[CH:12][N:11]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:10]=1

参加物

5

反応物 3

HCID 6342AcetonitrileHCID 85247Trimethylsilyl iodideHCID 23076444HCID 23076444、化合物

生成物 1

HCID 178481647HCID 178481647、化合物収率 65%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 5-[(3-benzyloxy-1-phenyl-1H-pyrazol-4-yl)methyl]-3-methyl-1,3-thiazolidine-2,4-dione (0.30 g) and acetonitrile (10 mL) was added iodotrimethylsilane (0.46 g) at room temperature. After stirring the reaction mixture at room temperature for 15 hrs, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (2:3, v/v) to give 5-[(3-hydroxy-1-phenyl-1H-pyrazol-4-yl)methyl]-3-methyl-1,3-thiazolidine-2,4-dione as colorless crystals (0.15 g, yield 65%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 233-234° C.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. washeluted with ethyl acetate-hexane (2:3

出典と根拠

ORDレコード
ord-4d6cafa87bff48e48b47f4230c9e73e9
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

反応ノート

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