Methanol → Methyl 2-hydroxy-3-isopropylbenzoate

HRID 1642645노트

반응식

HRID 1642645 반응식
[OH:1][C:2]1[C:10]([CH:11]([CH3:13])[CH3:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:14]O>S(=O)(=O)(O)O>[CH3:14][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]([CH3:13])[CH3:12])[C:2]=1[OH:1]

참가 물질

4

반응물 2

HCID 887MethanolHCID 2018873-Isopropylsalicylic acid

생성물 1

HCID 18469877Methyl 2-hydroxy-3-isopropylbenzoate

시약·촉매·용매 1

HCID 1118Sulfuric Acid촉매2회

반응 조건

온도
45 °C

실험 절차

To a solution of 2-hydroxy-3-isopropylbenzoic acid (4.5 g, 25 mmol) in MeOH (75 mL) is added 10 drops of sulfuric acid and the mixture is heated in an oil bath at 45° C. for 18 h. Extra sulfuric acid (10 drops) is added and the mixture is heated again at 60° C. for 18 h. Solvent is evaporated under reduced pressure and the residue is dissolved in EtOAc. The organic phase is then washed with saturated NaHCO3 (4×), water (1×) and brine and is dried with Na2SO4 and MgSO4, and concentrated. The residue is purified by flash column chromatography to give the title compound as an oil.

후처리

  1. temperaturethe mixture is heated again at 60° C. for 18 h
  2. customSolvent is evaporated under reduced pressure
  3. dissolutionthe residue is dissolved in EtOAc
  4. washThe organic phase is then washed with saturated NaHCO3 (4×), water (1×) and brine
  5. dry with materialis dried with Na2SO4 and MgSO4
  6. concentrationconcentrated
  7. customThe residue is purified by flash column chromatography

출처 및 근거

ORD 기록
ord-0576ffe6ad874711a2c8e3173a8dd6ce
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119666B2

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