Dimethyl Sulfate → benzofuran-3-one O-methyl oxime

HRID 612810ノート

反応式

HRID 612810 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3](=[N:10][OH:11])[CH2:2]1.[H-].[Na+].S(OC)(O[CH3:18])(=O)=O>O>[CH3:18][O:11][N:10]=[C:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[O:1][CH2:2]1

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 73014405Benzofuran-3-one oxime

生成物 1

HCID 54271616benzofuran-3-one O-methyl oxime収率 42%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

3.7 g of benzofuran-3-one oxime are dissolved in 15 ml of dimethylfornamide. At 20° C., 1 g of sodium hydride (60%) is added and the mixture is stirred until the evolution of gas ceases. 3.15 g of dimethyl sulphate are then added dropwise and the mixture is stirred at 20° C. for 24 hours. The reaction mixture is poured into water, extracted with ethyl acetate, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. The residue is chromatographed over silica gel using n-hexane/acetone (4:1). 1.7 g (42% of theory) of benzofuran-3-one O-methyl-oxime are obtained as an oil.

後処理

  1. stirringthe mixture is stirred at 20° C. for 24 hours
  2. extractionextracted with ethyl acetate
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. distillationthe solvent is distilled off under reduced pressure
  5. customThe residue is chromatographed over silica gel

出典と根拠

ORDレコード
ord-1b10c105bb60410db8a8b210609ec1a6
出典データセット
uspto-grants-1999_12
特許番号
US06005104

反応ノート

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