1-Pentanol → 2-(2,3-Dimethoxyphenoxy)acetophenone

HRID 3682

反応式

HRID 3682 の反応式
C(O)CCCC.[CH3:7][O:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=1[OH:17].Br[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25](=[O:27])[CH3:26].C(=O)([O-])[O-].[K+].[K+]>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.C(OCC)(=O)C>[CH3:7][O:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[CH:11][C:10]=1[O:17][CH2:26][C:25]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:19]=1)=[O:27]

参加物

7

反応物 4

HCID 62761-PentanolHCID 11430Potassium CarbonateHCID 750602'-BromoacetophenoneHCID 788282,3-Dimethoxyphenol

生成物 1

HCID 183799552-(2,3-Dimethoxyphenoxy)acetophenone収率 87%

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
150 °C

実験手順

Amyl alcohol (44 ml) was added to 2,3-dimethoxyphenol (5 g), 2'-bromoacetophenone (7 g), potassium carbonate (6.7 g) and copper acetate (1.1 g), followed by heating and stirring at 150° C. for 8 hours for reacting them together. To the reaction solution was added ethyl acetate (300 ml), and the resulting solution was washed in dilute hydrochloric acid, in water, and in a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvents therein were distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=8:1), to recover 2-(2,3-dimethoxyphenoxy)acetophenone (7.6 g; yield of 87%). By 1H-NMR (90 MHz, CDCl3), the compound has the peaks shown below.

後処理

  1. temperatureby heating
  2. washthe resulting solution was washed in dilute hydrochloric acid, in water
  3. dry with materialin a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate
  4. distillationthe solvents therein were distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=8:1)

出典と根拠

ORDレコード
ord-b4abd6c40e154847ac62183456b57efd
出典データセット
uspto-grants-1998_03
特許番号
US05734067

関連ノート

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