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Sodium cyanoborohydride → HCID 18182353、化合物

HRID 1359308
ノート
印刷プレビュー

反応式

HRID 1359308 の反応式
[CH3:1][O:2][C:3]1[C:8]([CH:9]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)O)=[CH:7][CH:6]=[CH:5][N:4]=1.C([BH3-])#N.[Na+]>[I-].[Zn+2].[I-].ClCCCl>[CH3:1][O:2][C:3]1[C:8]([CH2:9][C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[CH:7][CH:6]=[CH:5][N:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 5003444Sodium cyanoborohydrideHCID 181824832-Methoxy-3-[2-thienyl(hydroxy)methyl]pyridine

生成物 1

HCID 18182353HCID 18182353、化合物収率 53.8%

試薬・触媒・溶媒 2

HCID 9883512zinc(II)iodide触媒HCID 111,2-Dichloroethane溶媒

実験手順

A mixture of 1.47 g of 2-methoxy-3-[2-thienyl(hydroxy)methyl]pyridine, 3.2 g of zinc iodide, 3.4 g of sodium cyanoborohydride and 30 ml of 1,2-dichloroethane was stirred at room temperature for two nights. Insoluble matters were filtered off, and to the filtrate was added an aqueous sodium hydroxide solution. The mixture was extracted with ethyl acetate, and the organic phase was washed with brine and the solvent was evaporated. Then, the residue was subjected to silica gel column chromatography and eluted with hexane and then with hexane/ethyl acetate (40:1), to give 734 mg of the target compound.

後処理

  1. filtrationInsoluble matters were filtered off
  2. additionto the filtrate was added an aqueous sodium hydroxide solution
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic phase was washed with brine
  5. customthe solvent was evaporated
  6. washeluted with hexane

出典と根拠

ORDレコード
ord-0c87f79b31474662801cde4dfece0887
出典データセット
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06599917B1

反応ノート

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