Dimethylformamide → 5-Hydroxy-7-isopropoxy-2-methylthiochromone

HRID 441057ノート

反応式

HRID 441057 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>O>[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

6

反応物 4

HCID 6228DimethylformamideHCID 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 962Water溶媒

実験手順

6.88 g of 5,7-dihydroxy-2-methylthiochromone (30.35 mmol), 12.56 g of potassium carbonate (91.05 mmol), 6.07 ml of isopropyl iodide (60.70 mmol) and 150 ml DMF were stirred at 60° C. for 30 minutes. After addition of water, the reaction solution was extracted twice with ethyl acetate, and the organic layer was washed with saturated NaCl water and was then dried over sodium sulfate anhydride. The solvent was distilled off under reduced pressure, and the crude product was purified by flash column chromatography (hexane : ethyl acetate=4 : 1), to give 6.71 g of 5-hydroxy-7-isopropoxy-2-methylthiochromone (83% yield).

後処理

  1. extractionthe reaction solution was extracted twice with ethyl acetate
  2. washthe organic layer was washed with saturated NaCl water
  3. dry with materialwas then dried over sodium sulfate anhydride
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe crude product was purified by flash column chromatography (hexane : ethyl acetate=4 : 1)

出典と根拠

ORDレコード
ord-26b2e6f57c504c8581ab9d07c94e286f
出典データセット
uspto-grants-1996_05
特許番号
US05521216

反応ノート

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