3-Methoxyphenol → 4-Tert-butyl-3-methoxyphenol

HRID 1350818

反応式

HRID 1350818 の反応式
[C:1](OC)([CH3:4])([CH3:3])[CH3:2].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=1>C(Cl)Cl.[Cl-].[Cl-].[Cl-].[Cl-].[Zr+4]>[C:1]([C:14]1[CH:13]=[CH:12][C:11]([OH:15])=[CH:10][C:9]=1[O:8][CH3:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 2

HCID 90073-MethoxyphenolHCID 15413tert-Butyl methyl ether

生成物 1

HCID 122529764-Tert-butyl-3-methoxyphenol収率 20%

試薬・触媒・溶媒 2

HCID 9856075Zirconium chloride (ZrCl4), (T-4)-触媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of zirconium tetrachloride (2.3 g, 10 mmol) in methylene dichloride (30 ml) was added methyl tert-butyl ether (0.88 g, 10 mmol) at 0° C. After stirring at 0° C. for 30 minutes, 3-methoxyphenol (1.24 g, 10 mmol) in methylene dichloride was added and the mixture was stirred for 2 hours at ambient temperature. The reaction was quenched with saturated aqueous sodium bicarbonate, followed by the addition of methylene dichloride. Then, the organic layer was separated, dried over magnesium sulfate, filtered off, evaporated under reduced pressure to give a residue, which was applied to a silica gel chromatography column eluted with a volume mixture of hexane and ethylacetate (20/1 to 4/1) to furnish 360 mg (20% yield) of the title compound as a white solid.

後処理

  1. stirringthe mixture was stirred for 2 hours at ambient temperature
  2. customThe reaction was quenched with saturated aqueous sodium bicarbonate
  3. additionfollowed by the addition of methylene dichloride
  4. customThen, the organic layer was separated
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered off
  7. customevaporated under reduced pressure
  8. customto give a residue, which
  9. washeluted with a volume mixture of hexane and ethylacetate (20/1 to 4/1)

出典と根拠

ORDレコード
ord-aee84e76d0484b708a5c56fffb3a1794
出典データセット
uspto-grants-2007_05
特許番号
US07214824B2

関連ノート

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