Ethanol → Ethyl cyclobutanecarboxylate

HRID 62374

Reaktionsgleichung

Reaktionsgleichung von HRID 62374
[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-c81397a6c51d4cf9b7f4f93bfac721c6
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09446041B2

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