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

HRID 1662355Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1662355
[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

Komponenten

5

Edukt 2

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric AcidKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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)

Quellen und Nachweise

ORD-Eintrag
ord-32e962bfd3e94c4ea232c1380ccabc8e
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030354B2

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