Ethanol → Ethyl alpha-oxofuran-2-acetate

HRID 253984

반응식

HRID 253984 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([OH:9])=[O:8].[CH3:11][CH2:12]O.OS(O)(=O)=O>C(Cl)(Cl)Cl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([O:9][CH2:11][CH3:12])=[O:8]

참가 물질

5

반응물 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 738462-Furylglyoxylic acid

생성물 1

HCID 74230Ethyl alpha-oxofuran-2-acetate수율 86.2%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
65 °C

실험 절차

2-(Furan-2-yl)-2-oxoacetic acid (15.0 g, 107 mmol) was dissolved in chloroform (420 mL) and treated with EtOH (165 mmol) and H2SO4 (1 mL). The reaction was heated to 65° C. overnight, at which point LC-MS indicated disappearance of starting material and product formation. The crude reaction was cooled and washed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL). The organics were concentrated to provide ethyl 2-(furan-2-yl)-2-oxoacetate (15.5 g, 64%) as a brown oil, which was used without further purification.

후처리

  1. customThe crude reaction
  2. temperaturewas cooled
  3. washwashed with sat. aq. NaHCO3 (3×100 mL) and brine (100 mL)
  4. concentrationThe organics were concentrated

출처 및 근거

ORD 기록
ord-eff0ec7040a4433999c4862567c12765
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07872031B2

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