Ethanol → Ethyl 2-(4-(cyclopropanecarbonyl)phenyl)acetate

HRID 585348

Reaktionsgleichung

Reaktionsgleichung von HRID 585348
[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([OH:15])=[O:14])=[CH:8][CH:7]=2)=[O:5])[CH2:3][CH2:2]1.[CH2:16](O)[CH3:17]>S(=O)(=O)(O)O>[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:8][CH:7]=2)=[O:5])[CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 702EthanolHCID 1937314-(Cyclopropylcarbonyl)benzeneacetic acid

Produkt 1

HCID 11218514Ethyl 2-(4-(cyclopropanecarbonyl)phenyl)acetateAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidKatalysator

Versuchsvorschrift

Dissolve 4-(cyclopropylcarbonyl)benzeneacetic acid in ethanol (150 mL) containing concentrated sulfuric acid (10 drops). Stir 24 hours. Add triethylamine (2 mL) and concentrate the solution. Dissolve the residue in water/ethyl acetate. Wash the organic phase with saturated sodium hydrogen carbonate solution, dry over anhydrous magnesium sulfate and concentrate. Purify by silica gel chromatography (400 mL silica gel, 20% ethyl acetate/heptane as eluent) to give the title compound (7.0 g, 88%).

Aufarbeitung

  1. concentrationAdd triethylamine (2 mL) and concentrate the solution
  2. dissolutionDissolve the residue in water/ethyl acetate
  3. washWash the organic phase with saturated sodium hydrogen carbonate solution
  4. dry with materialdry over anhydrous magnesium sulfate
  5. concentrationconcentrate
  6. customPurify by silica gel chromatography (400 mL silica gel, 20% ethyl acetate/heptane as eluent)

Quellen und Nachweise

ORD-Eintrag
ord-b79300590769415085da9ebac0e85f32
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06930197B2

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