Reaktion #90652

ord-c81397a6c51d4cf9b7f4f93bfac721c6

Reaktionsgleichung

CCO
EtOH
O=C(O)C1CCC1
cyclobutanecarboxylic acid
O=S(=O)(O)O
H2SO4
O
H2O
CCOC(=O)C1CCC1
ethyl cyclobutanecarboxylate
Ausbeute 69.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat room temperature
  2. 2
    Temperaturat reflux overnight
  3. 3
    Temperaturcooled
  4. 4
    ExtraktionThe aqueous layer was extracted with ether
  5. 5
    WaschenThe combined organic layers were washed with brine
  6. 6
    Trocknendried over Na2SO4
  7. 7
    Einengenconcentrated in vacuo

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09446041B2uspto-grants-2016_09