Ethanol → Ethyl cyclobutanecarboxylate

HRID 42475

Reaktionsgleichung

Reaktionsgleichung von HRID 42475
[CH:1]1([C:5]([OH:7])=[O:6])[CH2:4][CH2:3][CH2:2]1.OS(O)(=O)=O.O.[CH3:14][CH2:15]O>>[CH:1]1([C:5]([O:7][CH2:14][CH3:15])=[O:6])[CH2:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 4

HCID 702EthanolHCID 962WaterHCID 1118Sulfuric AcidHCID 19494Cyclobutanecarboxylic acid

Produkt 1

HCID 84700Ethyl cyclobutanecarboxylateAusbeute 69 %

Versuchsvorschrift

To a solution of cyclobutanecarboxylic acid (50 g, 500 mmol) in EtOH (1.2 L) was slowly added H2SO4 (20 mL) at room temperature. The solution was stirred at reflux overnight, and then cooled and poured into H2O. The aqueous layer was extracted with ether. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo to give ethyl cyclobutanecarboxylate as a colorless oil (44 g, 69%). 1H NMR (400 MHz, CDCl3-d3) δ 4.04 (q, 2H), 3.04 (m, 1H), 2.12 (m, 4H), 1.88 (m, 2H), 1.18 (t, 3H).

Aufarbeitung

  1. customat room temperature
  2. temperatureat reflux overnight
  3. temperaturecooled
  4. extractionThe aqueous layer was extracted with ether
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7a28caa92ded40cf8e9c99ffc1244f35
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536179B2

Verknüpfte Notizen

Wird geladen…