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

HRID 516861

반응식

HRID 516861 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 21079756Ethyl 3-methoxy-4-methylphenylacetate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-825aa86bdae84b0cac58a6d2d8eb79cb
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115072B2

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