Ethanol → Ethyl alpha-oxofuran-2-acetate

HRID 253984

反応式

HRID 253984 の反応式
[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]

参加物

5

反応物 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 738462-Furylglyoxylic acid

生成物 1

HCID 74230Ethyl alpha-oxofuran-2-acetate収率 86.2%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
65 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-eff0ec7040a4433999c4862567c12765
出典データセット
uspto-grants-2011_01
特許番号
US07872031B2

関連ノート

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