Triethylamine → Ethyl 3-diethylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate

HRID 255959

反応式

HRID 255959 の反応式
[CH2:1]([N:3]([CH2:11][CH3:12])[CH:4]=[CH:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].C(N(CC)CC)C.[Cl:20][C:21]1[CH:29]=[C:28]([Cl:30])[C:27]([F:31])=[CH:26][C:22]=1[C:23](Cl)=[O:24]>O1CCOCC1>[CH2:11]([N:3]([CH2:1][CH3:2])[CH:4]=[C:5]([C:23](=[O:24])[C:22]1[CH:26]=[C:27]([F:31])[C:28]([Cl:30])=[CH:29][C:21]=1[Cl:20])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:12]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 139639Ethyl 3-(diethylamino)acrylateHCID 27368212,4-Dichloro-5-fluorobenzoyl chloride

生成物 1

HCID 54148103Ethyl 3-diethylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate収率 80.2%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

First 17.1 g of ethyl 3-diethylaminoacrylate are added dropwise and then 10.5 g of triethylamine are added to a solution of 22.75 g of 2,4-dichloro-5-fluorobenzoyl chloride in 80 ml of anhydrous dioxane, while cooling in ice and stirring. The mixture is stirred at room temperature for one hour, heated to boiling under reflux for 45 minutes, and the solvent is removed by distillation in vacuo, and the oily residue is taken up in methylene chloride/water. The phases are separated, and the aqueous solution is again extracted with methylene chloride. The combined organic phases are washed with water, dried with sodium sulphate, and the methylene chloride is removed in vacuo. 29 g of ethyl 3-diethylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate are obtained as a brown oil.

後処理

  1. temperaturewhile cooling in ice
  2. stirringThe mixture is stirred at room temperature for one hour
  3. temperatureheated
  4. temperatureunder reflux for 45 minutes
  5. customthe solvent is removed by distillation in vacuo
  6. customThe phases are separated
  7. extractionthe aqueous solution is again extracted with methylene chloride
  8. washThe combined organic phases are washed with water
  9. dry with materialdried with sodium sulphate
  10. customthe methylene chloride is removed in vacuo

出典と根拠

ORDレコード
ord-3d3b491826424629a8c5a2f225a8892a
出典データセット
uspto-grants-1987_10
特許番号
US04699992

関連ノート

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