Iodoethane → 1-(3-Ethoxyphenyl)ethanone

HRID 558587ノート

反応式

HRID 558587 の反応式
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([OH:10])[CH:9]=1)=[O:3].[CH2:11](I)[CH3:12].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:11][CH2:12][O:10][C:8]1[CH:9]=[C:4]([C:2]([CH3:1])=[O:3])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6340IodoethaneHCID 84873-HydroxyacetophenoneHCID 11430Potassium Carbonate

生成物 1

HCID 37702501-(3-Ethoxyphenyl)ethanone収率 98%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
23 °C

実験手順

Commercially available 3-hydroxyacetophenone (25 g, 184 mmol) was stirred with ethyl iodide (17.8 mL, 220 mmol) and potassium carbonate (126.89 g, 918 mmol) in acetone (500 mL) at 55° C. for 16 h. Cooled to 23° C., filtered the solids off and the solvent was removed in vacuum. The residue was purified by silica gel column chromatography with heptane/ethyl acetate 4:1 to give the title compound as a light yellow liquid (29.5 g, 98%). MS (ISP) 165.2 [(M+H)+].

後処理

  1. filtrationfiltered the solids off and the solvent
  2. customwas removed in vacuum
  3. customThe residue was purified by silica gel column chromatography with heptane/ethyl acetate 4:1

出典と根拠

ORDレコード
ord-f4c09388ed454c01960f736904e31627
出典データセット
uspto-grants-2011_11
特許番号
US08063048B2

反応ノート

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