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

HRID 604478노트

반응식

HRID 604478 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 24085Mercuric Chloride촉매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-511523c53da5411aa6242781f86b59db
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910613B2

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