Methanol → Methyl 3-Cyclopropyl-3-(3-hydroxyphenyl)propanoate

HRID 709638ノート

反応式

HRID 709638 の反応式
[CH:1]1([CH:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[CH:10]=2)[CH2:5][C:6]([OH:8])=[O:7])[CH2:3][CH2:2]1.S(=O)(=O)(O)O.[CH3:21]O>>[CH:1]1([CH:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[CH:10]=2)[CH2:5][C:6]([O:8][CH3:21])=[O:7])[CH2:3][CH2:2]1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 577059733-Cyclopropyl-3-(3-hydroxyphenyl)propanoic acid

生成物 1

HCID 57706598Methyl 3-Cyclopropyl-3-(3-hydroxyphenyl)propanoate

実験手順

To a solution of 3-cyclopropyl-3-(3-hydroxyphenyl)propanoic acid (longer retention time: 2.47 g) in methanol (60 mL) was added conc. sulfuric acid (64 μL), and the mixture was heated under reflux for 12 hr. The reaction mixture was cooled to room temperature, and the solvent was evaporated under reduced pressure. The residue was diluted with ethyl acetate (30 mL), and washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine. The organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound (2.53 g) as a colorless oil. This compound was used for the next step without further purification.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 12 hr
  3. customthe solvent was evaporated under reduced pressure
  4. additionThe residue was diluted with ethyl acetate (30 mL)
  5. washwashed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-849cae8974af43c29705f6971b50abd8
出典データセット
uspto-grants-2015_11
特許番号
US09181186B2

反応ノート

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