Isopropyl iodide → 5-Hydroxy-7-isopropoxy-2-methylthiochromone

HRID 2209661ノート

反応式

HRID 2209661 の反応式
[OH:1][C:2]1[CH:11]=[C:10]([OH:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[S:14])[CH:5]=[C:6]([CH3:13])[O:7]2.C(=O)([O-])[O-].[K+].[K+].[CH:21](I)([CH3:23])[CH3:22]>CN(C=O)C>[OH:1][C:2]1[CH:11]=[C:10]([O:12][CH:21]([CH3:23])[CH3:22])[CH:9]=[C:8]2[C:3]=1[C:4](=[S:14])[CH:5]=[C:6]([CH3:13])[O:7]2

参加物

5

反応物 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 1361024115,7-Dihydroxy-2-methylthiochromone

生成物 1

HCID 1361364155-Hydroxy-7-isopropoxy-2-methylthiochromone収率 88.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

A mixture consisting of 6.88 g (30.35 mmol) 5,7-dihydroxy-2-methylthiochromone, 12.56 g (91.05 mmol) potassium carbonate, 6.07 ml (60.70 mmol) isopropyl iodide, and 150 ml DMF was stirred at 60° C. for 30 min. Subsequently, 5 added to the solution thus reacted. The product was extracted twice with ethyl acetate. organic layer was washed with saturated salt water and dried over sodium sulfate anhydride. The solvent was distilled out under reduced pressure. The resulting crude product was purified by flash column cliromatography (hexane ethyl acetate =4:1), whereby 6.71 g of 5-hydroxy-7-isopropoxy-2-methylthiochromone was obtained (yield: 83%).

後処理

  1. additionSubsequently, 5 added to the solution
  2. customthus reacted
  3. extractionThe product was extracted twice with ethyl acetate
  4. washorganic layer was washed with saturated salt water
  5. dry with materialdried over sodium sulfate anhydride
  6. distillationThe solvent was distilled out under reduced pressure
  7. customThe resulting crude product was purified by flash column cliromatography (hexane ethyl acetate =4:1)

出典と根拠

ORDレコード
ord-02ee9af36fd8431e8b20c02648ac837f
出典データセット
uspto-grants-1995_10
特許番号
US05455267

反応ノート

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