Methanol → Methyl 3-methyl-5-phenylbenzoate

HRID 2228019Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2228019
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:10]=1)[C:5]([OH:7])=[O:6].[CH3:17]O>OS(O)(=O)=O>[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:10]=1)[C:5]([O:7][CH3:17])=[O:6]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 184745993-Methyl-5-phenylbenzoic acid

Produkt 1

HCID 11379139Methyl 3-methyl-5-phenylbenzoateAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidKatalysator

Versuchsvorschrift

A solution of 3-methyl-5-phenylbenzoic acid (3.5 g; 16.5 mmol) and concentrated H2SO4 (30 drops) in methanol (25 ml) was heated at reflux overnight. After evaporation to dryness, the residue was extracted with ether. The organic phase was evaporated and purified by flash chromatography eluting with petroleum ether/ethyl acetate (90/10) to give methyl 3-methyl-5-phenylbenzoate as an oil. Yield=94%.

Aufarbeitung

  1. temperatureat reflux overnight
  2. customAfter evaporation to dryness
  3. extractionthe residue was extracted with ether
  4. customThe organic phase was evaporated
  5. custompurified by flash chromatography
  6. washeluting with petroleum ether/ethyl acetate (90/10)

Quellen und Nachweise

ORD-Eintrag
ord-48ddedae0c894ffa8b2c2b9042f7762e
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06414145B1

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