Water → HCID 59334606、化合物

HRID 1639838ノート

反応式

HRID 1639838 の反応式
[H-].[Na+].[I-].[CH3:4][S+](C)(C)=O.[CH3:9][C:10]1[S:11][C:12]2[C:18](/[CH:19]=[CH:20]/[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1.O>CS(C)=O>[CH3:9][C:10]1[S:11][C:12]2[C:18]([CH:19]3[CH2:4][CH:20]3[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 66720690HCID 66720690、化合物

生成物 1

HCID 59334606HCID 59334606、化合物収率 214.1%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒3 回

実験手順

To a suspension of 60% sodium hydride (0.600 g, 15.6 mmol) in dimethyl sulfoxide (10 mL) was added a solution of trimethylsulfoxonium iodide (3.44 g, 15.6 mmol) in dimethyl sulfoxide (35 mL) at 0° C., and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added a solution of ethyl (2E)-3-(2-methyl-1,3-benzothiazol-7-yl)acrylate (1.60 g, 6.47 mmol) in dimethyl sulfoxide (30 mL) at 0° C., and the mixture was stirred at room temperature for 6 hr. Water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/2) to give the title compound (3.62 g, yield 69%).

後処理

  1. stirringthe mixture was stirred at room temperature for 6 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/2)

出典と根拠

ORDレコード
ord-9a1c5a1ff6b244ec9ca43933cc810da5
出典データセット
uspto-grants-2012_02
特許番号
US08110585B2

反応ノート

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