Triethylamine → HCID 54215864, 화합물

HRID 255952

반응식

HRID 255952 반응식
[CH3:1][N:2]([CH3:9])[CH:3]=[CH:4][C:5]([O:7][CH3:8])=[O:6].C(N(CC)CC)C.[Cl:17][C:18]1[CH:26]=[C:25]([Cl:27])[C:24]([F:28])=[CH:23][C:19]=1[C:20](Cl)=[O:21]>O1CCOCC1>[CH3:1][N:2]([CH3:9])[CH:3]=[C:4]([C:20](=[O:21])[C:19]1[CH:23]=[C:24]([F:28])[C:25]([Cl:27])=[CH:26][C:18]=1[Cl:17])[C:5]([O:7][CH3:8])=[O:6]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 566587Methyl 3-(dimethylamino)acrylateHCID 27368212,4-Dichloro-5-fluorobenzoyl chloride

생성물 1

HCID 54215864HCID 54215864, 화합물수율 89.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

First a solution of 12.9 g of methyl 3-dimethylaminoacrylate in 25 ml of dioxane is 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 3 hours, heated at 50°-60° C. for 1 hour, and the solvent is removed by distillation in vacuo and the residue is taken up in methylene chloride/H2O. 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. The crystalline residue is recrystallized from methanol/water. 28.5 g of methyl 3-dimethylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate of melting point 107°-109° C. are obtained.

후처리

  1. temperaturewhile cooling in ice
  2. stirringThe mixture is stirred at room temperature for 3 hours
  3. temperatureheated at 50°-60° C. for 1 hour
  4. customthe solvent is removed by distillation in vacuo
  5. customThe phases are separated
  6. extractionthe aqueous solution is again extracted with methylene chloride
  7. washThe combined organic phases are washed with water
  8. dry with materialdried with sodium sulphate
  9. customthe methylene chloride is removed in vacuo
  10. customThe crystalline residue is recrystallized from methanol/water

출처 및 근거

ORD 기록
ord-4f072d9b2f4943c599348ab0bb92c1e2
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04699992

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