Sulfuric Acid → Diethyl (2,4-dichloro-3,6-difluorobenzoyl)-malonate

HRID 36708

반응식

HRID 36708 반응식
[Mg].[C:2]([O:8][CH2:9][CH3:10])(=[O:7])[CH2:3][C:4]([O-:6])=[O:5].[CH3:11][C:12](C)=O.C(=O)=O.[Cl:18][C:19]1[C:27]([F:28])=[C:26]([Cl:29])[CH:25]=[C:24]([F:30])[C:20]=1[C:21](Cl)=[O:22].S(=O)(=O)(O)O>C(O)C.C1(C)C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[Cl:18][C:19]1[C:27]([F:28])=[C:26]([Cl:29])[CH:25]=[C:24]([F:30])[C:20]=1[C:21]([CH:3]([C:4]([O:6][CH2:11][CH3:12])=[O:5])[C:2]([O:8][CH2:9][CH3:10])=[O:7])=[O:22]

참가 물질

9

반응물 5

HCID 1118Sulfuric AcidHCID 3595298Propanedioic acid, monoethyl esterHCID 5462224MagnesiumHCID 150700332,4-Dichloro-3,6-difluorobenzoyl chlorideHCID 18522661Acetone cardice

생성물 1

HCID 15070034Diethyl (2,4-dichloro-3,6-difluorobenzoyl)-malonate

시약·촉매·용매 3

HCID 702Ethanol용매2회HCID 1140Toluene용매2회HCID 5943Carbon Tetrachloride용매

반응 조건

온도
70 °C

실험 절차

2.1 g of magnesium filings are suspended in 5 ml of anhydrous ethanol. 0.5 ml of carbon tetrachloride is added and, when the reaction has started, a mixture of 14 g of ethyl malonate, 10 ml of absolute ethanol and 41 ml of toluene is added dropwise. The mixture is then heated at 70° C. for a further 1.5 hours and cooled to -5° C. to -10° C. with acetone/dry ice, and a solution of 21.5 g of 2,4-dichloro-3,6-difluorobenzoyl chloride in 30 ml of toluene is slowly added dropwise at this temperature. The mixture is stirred at 0° C. for 1 hour and allowed to come to room-temperature overnight, and a mixture of 35 ml of ice-water and 5 ml of concentrated sulphuric acid is allowed to run in, while cooling with ice. The phases are separated and subsequent extraction is carried out twice with toluene. The combined toluene solutions are washed once with saturated sodium chloride solution and dried with Na2SO4 and the solvent is stripped off in vacuo. 34.7 g of diethyl (2,4-dichloro-3,6-difluorobenzoyl)-malonate are obtained as a crude product.

후처리

  1. additionis added dropwise
  2. customto come to room-temperature overnight
  3. temperaturewhile cooling with ice
  4. customThe phases are separated
  5. extractionsubsequent extraction
  6. washThe combined toluene solutions are washed once with saturated sodium chloride solution
  7. dry with materialdried with Na2SO4

출처 및 근거

ORD 기록
ord-5bb3b32bdb704fd983c8dbcf3efbdc17
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416096

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