Methanol--water (1/1) → 2-Furan-3-yl-1-phenyl-ethanone

HRID 604478ノート

反応式

HRID 604478 の反応式
[C:1]1([C:7]2([CH2:13][C:14]3[CH:18]=[CH:17][O:16][CH:15]=3)SCCCS2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[OH:20].O>Cl[Hg]Cl>[O:16]1[CH:17]=[CH:18][C:14]([CH2:13][C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:20])=[CH:15]1

参加物

4

反応物 2

HCID 22242641Methanol--water (1/1)2 回HCID 577096033-(2-Phenyl-[1,3]dithian-2-ylmethyl)-furan

生成物 1

HCID 577096042-Furan-3-yl-1-phenyl-ethanone

試薬・触媒・溶媒 1

HCID 24085Mercuric Chloride触媒

実験手順

3-(2-Phenyl-[1,3]dithian-2-ylmethyl)-furan (11.5 g, 41 mmol) was suspended in 9:1 methanol/water (v/v) (150 mL) with slight heating. A solution of HgCl2 (22.3 g, 82 mmol) in methanol/water (50 mL) and solid HgO (8.0 g, 36.9 mmol) was added, and the mixture was heated at reflux under a nitrogen atmosphere for 6-7 h. The reaction mixture was filtered through celite to remove solids, and then concentrated. The resulting aqueous mixture was extracted with ethyl acetate, the combined organic extracts were washed with water, dried over sodium sulfate, and evaporated. The crude product was purified by flash column chromatography using 2% ethyl acetate in hexane as eluent. Yield: 5.7 g, 75%.

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux under a nitrogen atmosphere for 6-7 h
  3. filtrationThe reaction mixture was filtered through celite
  4. customto remove solids
  5. concentrationconcentrated
  6. extractionThe resulting aqueous mixture was extracted with ethyl acetate
  7. washthe combined organic extracts were washed with water
  8. dry with materialdried over sodium sulfate
  9. customevaporated
  10. customThe crude product was purified by flash column chromatography

出典と根拠

ORDレコード
ord-511523c53da5411aa6242781f86b59db
出典データセット
uspto-grants-2011_03
特許番号
US07910613B2

反応ノート

読み込み中…