p-Toluenesulfonic acid → Ethyl 3-methoxy-4-methylphenylacetate

HRID 516861

反応式

HRID 516861 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:10][C:11]([OH:13])=[O:12])[CH:6]=[CH:7][C:8]=1[CH3:9].[CH3:14][C:15]1C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][C:8]=1[CH3:9]

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 91183902-(3-Methoxy-4-methylphenyl)acetic acid

生成物 1

HCID 21079756Ethyl 3-methoxy-4-methylphenylacetate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a stirred solution of 2-(3-methoxy-4-methylphenyl)acetic acid (Step A, 4.64 g, 25.7 mmol) in ethanol (100 ml) was added p-TsOH (0.7 g, 3.7 mmol) at room temperature under argon and the reaction mixture was refluxed for 12 hours or until all the starting material is consumed, concentrated, diluted in EtOAc and washed with 0.1N HCl, brine, dried over Na2SO4, filtered, concentrated and purified by flash chromatography on a silica gel column (hexane:ethyl acetate, 2:1) to give the title compound.

後処理

  1. temperaturethe reaction mixture was refluxed for 12 hours or until all the starting material
  2. customis consumed
  3. concentrationconcentrated
  4. additiondiluted in EtOAc
  5. washwashed with 0.1N HCl, brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. custompurified by flash chromatography on a silica gel column (hexane:ethyl acetate, 2:1)

出典と根拠

ORDレコード
ord-825aa86bdae84b0cac58a6d2d8eb79cb
出典データセット
uspto-grants-2015_08
特許番号
US09115072B2

関連ノート

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