2-Chlorothiophene → Ethyl 6-(5-chloro-2-thienyl)-6-oxohexanoate

HRID 563102

反応式

HRID 563102 の反応式
[Cl:1][C:2]1[S:3][CH:4]=[CH:5][CH:6]=1.[Cl-].[CH2:8]([O:10][C:11](=[O:19])[CH2:12][CH2:13][CH2:14][CH2:15][C:16](O)=[O:17])[CH3:9].[Cl-].[Al+3].[Cl-].[Cl-]>>[Cl:1][C:2]1[S:3][C:4]([C:16](=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][C:11]([O:10][CH2:8][CH3:9])=[O:19])=[CH:5][CH:6]=1

参加物

4

反応物 3

HCID 72992-ChlorothiopheneHCID 6451240Aluminum(III) ChlorideHCID 86624202Adipic acid monoethyl ester chloride

生成物 1

HCID 18174688Ethyl 6-(5-chloro-2-thienyl)-6-oxohexanoate

実験手順

To a mixture of 2-chlorothiophene (36.0 g) and adipic acid monoethyl ester chloride (36.9 g) was added gradually aluminum chloride (50.8 g) with stirring under ice-cooling, and the resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice water (1 L) and extracted with diethyl ether (200 ml×2). The organic layer was washed with a 10% aqueous solution of sodium hydrogen carbonate (200 ml), dried over anhydrous magnesium sulfate, and concentrated to give ethyl 6-(5-chloro-2-thienyl)-6-oxohexanoate as an oil (52.5 g, quantitative).

後処理

  1. temperaturecooling
  2. stirringthe resulting mixture was stirred at room temperature for 2 hours
  3. extractionextracted with diethyl ether (200 ml×2)
  4. washThe organic layer was washed with a 10% aqueous solution of sodium hydrogen carbonate (200 ml)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-e77745b1b283444aa2ee9492f0ad023f
出典データセット
uspto-grants-2011_11
特許番号
US08067453B2

関連ノート

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