Methanol → Methyl 3-(3-hydroxyphenyl)-5-hexenoate

HRID 1662355노트

반응식

HRID 1662355 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([CH2:13][CH:14]=[CH2:15])[CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=1.[CH3:16]O>S(=O)(=O)(O)O.CCOC(C)=O>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([CH2:13][CH:14]=[CH2:15])[CH2:9][C:10]([O:12][CH3:16])=[O:11])[CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 887MethanolHCID 577065823-(3-Hydroxyphenyl)-5-hexenoic acid

생성물 1

HCID 57707209Methyl 3-(3-hydroxyphenyl)-5-hexenoate수율 84%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 43.2 (2.4 g, 12 mmol) in MeOH (25 mL) was added five drops of sulfuric acid. The mixture was stirred overnight at reflux, cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (MgSO4), and concentrated. The crude product was chromatographed on silica gel (0-25% EtOAc/hexane) to afford 43.3 (2.2 g, 84%) as a colorless oil.

후처리

  1. temperatureat reflux
  2. washwashed with water and brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe crude product was chromatographed on silica gel (0-25% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-32e962bfd3e94c4ea232c1380ccabc8e
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030354B2

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