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

HRID 709638노트

반응식

HRID 709638 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-849cae8974af43c29705f6971b50abd8
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181186B2

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