Methanol → Methyl 2-hydroxy-3-isopropylbenzoate

HRID 1642645ノート

反応式

HRID 1642645 の反応式
[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]

参加物

4

反応物 2

HCID 887MethanolHCID 2018873-Isopropylsalicylic acid

生成物 1

HCID 18469877Methyl 2-hydroxy-3-isopropylbenzoate

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid触媒2 回

反応条件

温度
45 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0576ffe6ad874711a2c8e3173a8dd6ce
出典データセット
uspto-grants-2012_02
特許番号
US08119666B2

反応ノート

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