Ethanol → Ethyl cyclobutanecarboxylate

HRID 62374

반응식

HRID 62374 반응식
[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

참가 물질

5

반응물 4

HCID 702EthanolHCID 962WaterHCID 1118Sulfuric AcidHCID 19494Cyclobutanecarboxylic acid

생성물 1

HCID 84700Ethyl cyclobutanecarboxylate수율 69%

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c81397a6c51d4cf9b7f4f93bfac721c6
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446041B2

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