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

HRID 48017

Reaktionsgleichung

Reaktionsgleichung von HRID 48017
[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>[CH2:16]([O:14][C:13](=[O:15])[CH2:12][C:9]1[CH:10]=[CH:11][C:6]([C:4]([CH:1]2[CH2:2][CH2:3]2)=[O:5])=[CH:7][CH:8]=1)[CH3:17]

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-f0360d79b5a64416b111ea0c372ef3f1
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06700012B2

Verknüpfte Notizen

Wird geladen…