Methanol → Methyl 3-cyclopropyl-3-(4-hydroxyphenyl)propanoate

HRID 2101782Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2101782
[CH:1]1([CH:4]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH2:5][C:6]([OH:8])=[O:7])[CH2:3][CH2:2]1.[CH3:16]O>S(=O)(=O)(O)O.CCOC(C)=O>[CH:1]1([CH:4]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH2:5][C:6]([O:8][CH3:16])=[O:7])[CH2:3][CH2:2]1

Komponenten

5

Edukt 2

HCID 887MethanolHCID 576725253-Cyclopropyl-3-(4-hydroxyphenyl)propanoic acid

Produkt 1

HCID 57672485Methyl 3-cyclopropyl-3-(4-hydroxyphenyl)propanoateAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric AcidKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 21.3 (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 over MgSO4, filtered, and concentrated. The crude product was chromatographed on silica gel (0-25% EtOAc/hexane) to afford 21.4 (2.2 g, 84%) as a colorless oil.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-a6c8a009d67146f9a794181615e75689
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572934B2

Notizen zur Reaktion

Wird geladen…