Pyrogallol → 2-O-Methylpyrogallol

HRID 2171119노트

반응식

HRID 2171119 반응식
[C:1]1([OH:9])[CH:6]=[CH:5][CH:4]=[C:3]([OH:7])[C:2]=1[OH:8].[C:10](=O)(O)[O-].[K+].CI>CC(C)=O>[CH3:10][O:8][C:2]1[C:3]([OH:7])=[CH:4][CH:5]=[CH:6][C:1]=1[OH:9]

참가 물질

5

반응물 3

HCID 1057PyrogallolHCID 6328Methyl iodideHCID 516893Potassium Bicarbonate

생성물 1

HCID 1218052-O-Methylpyrogallol수율 27%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a stirring solution of benzene-1,2,3-triol (2 g, 15.87 mmol) in acetone was added potassium bicarbonate (1.9 g, 19.04 mmol) and methyl iodide (3.3 g, 23.8 mmol) and the resultant reaction mixture was heated to reflux for 16 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was concentrated under reduced pressure. The residue was diluted with ether, solid separated out was filtered and the filtrate was concentrated under reduced pressure to afford the crude product. The crude product was purified by flash column chromatography (silica gel, 0-15% ethyl acetate in pet ether) to afford 2-Methoxybenzene-1,3-diol as a solid (600 mg, 27%).

후처리

  1. customthe resultant reaction mixture
  2. temperaturewas heated
  3. temperatureto reflux for 16 h
  4. filtrationfiltered through celite
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. additionThe residue was diluted with ether, solid
  7. customseparated out
  8. filtrationwas filtered
  9. concentrationthe filtrate was concentrated under reduced pressure
  10. customto afford the crude product
  11. customThe crude product was purified by flash column chromatography (silica gel, 0-15% ethyl acetate in pet ether)

출처 및 근거

ORD 기록
ord-b20ce81e64024671848b6add10656bd0
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051290B2

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