Diethyl Carbonate → Ethyl 3-(3-methylphenyl)-3-oxopropanoate

HRID 17891

反応式

HRID 17891 の反応式
[H-].[Na+].[C:3](=[O:10])([O:7][CH2:8][CH3:9])OCC.[CH3:11][C:12]1[CH:17]=[C:16]([C:18]([CH3:20])=[O:19])[CH:15]=[CH:14][CH:13]=1>C(O)(=O)C>[CH2:8]([O:7][C:3](=[O:10])[CH2:20][C:18](=[O:19])[C:16]1[CH:17]=[C:12]([CH3:11])[CH:13]=[CH:14][CH:15]=1)[CH3:9]

参加物

5

反応物 3

HCID 7766Diethyl CarbonateHCID 114553-MethylacetophenoneHCID 24758Sodium hydride

生成物 1

HCID 2760277Ethyl 3-(3-methylphenyl)-3-oxopropanoate収率 84%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

Sodium hydride (3.1 g, 77.1 mmol) and diethyl carbonate were combined with 3-methylacetophenone (4.5 g, 33.54 mmol). The mixture was stirred for 2 hours at 80° C. After the reaction was completed, ice water and acetic acid were added thereto. Then, the mixture was extracted with ethyl acetate/saturated sodium chloride. The extract was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 3-oxo-3-m-tolylpropionate ethyl ester (5.8 g, yield 84%).

後処理

  1. extractionThen, the mixture was extracted with ethyl acetate/saturated sodium chloride
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. customthe resulting residue was purified by column chromatography

出典と根拠

ORDレコード
ord-23c10cc71dab4da2b36ff644b173985a
出典データセット
uspto-grants-2010_06
特許番号
US07741323B2

関連ノート

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