1-Cyclopropylethanol → 3-(1-cyclopropylethoxy)-4-hydroxy-2(5H)-furanone

HRID 1106613

反応式

HRID 1106613 の反応式
[N+](=[C:3]1[C:7](=[O:8])[CH2:6][O:5][C:4]1=[O:9])=[N-].[CH3:10][CH:11]([CH:13]1[CH2:15][CH2:14]1)[OH:12]>C([O-])(=O)C.[Rh+3].C([O-])(=O)C.C([O-])(=O)C>[CH:13]1([CH:11]([O:12][C:3]2[C:4](=[O:9])[O:5][CH2:6][C:7]=2[OH:8])[CH3:10])[CH2:15][CH2:14]1

参加物

4

反応物 2

HCID 791041-CyclopropylethanolHCID 154391133-Diazofuran-2,4-dione

生成物 1

HCID 701064543-(1-cyclopropylethoxy)-4-hydroxy-2(5H)-furanone

試薬・触媒・溶媒 1

HCID 168478Rhodium acetate触媒

反応条件

温度
130 °C

実験手順

To the mixture of 3-diazo-2,4-(3H, 5H)-furandione (300 mg, 2.38 mmol; Example 207, Step 1) and α-methylcyclopropanemethanol (2.0 mL) was added rhodium acetate (30 mg). The mixture was heated at 130° C. for a period of 18 h. The excess of alcohol was evaporated under reduced pressure and the resulting crude mixture was purified by flash chromatography (10% to 20% MeOH in CH2Cl2) to provide 50 mg of the title compound.

後処理

  1. customThe excess of alcohol was evaporated under reduced pressure
  2. customthe resulting crude mixture was purified by flash chromatography (10% to 20% MeOH in CH2Cl2)

出典と根拠

ORDレコード
ord-b9fd3fcfdd6e4962bd037cc7d0d1a886
出典データセット
uspto-grants-2000_05
特許番号
US06057319

関連ノート

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