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

HRID 1421416

반응식

HRID 1421416 반응식
[Mg].[C:2]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[Cl:13][C:14]1[C:15]([F:24])=[C:16]([CH:20]=[CH:21][C:22]=1[F:23])[C:17](Cl)=[O:18].S(=O)(=O)(O)O>C(O)C.C1(C)C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[Cl:13][C:14]1[C:15]([F:24])=[C:16]([CH:20]=[CH:21][C:22]=1[F:23])[C:17]([CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:2]([O:10][CH2:11][CH3:12])=[O:9])=[O:18]

참가 물질

8

반응물 4

HCID 1118Sulfuric AcidHCID 7761Diethyl MalonateHCID 27735383-Chloro-2,4-difluorobenzoyl chlorideHCID 5462224Magnesium

생성물 1

HCID 22077280Diethyl (3-chloro-2,4-difluorobenzoyl)malonate

시약·촉매·용매 3

HCID 702Ethanol용매2회HCID 1140Toluene용매HCID 5943Carbon Tetrachloride용매

반응 조건

온도
60 °C

실험 절차

3.9 g (0.16 mol) of magnesium are initially introduced into 8.6 ml of ethanol and the reaction is started with carbon tetrachloride. A solution of 23.1 g (0.144 mol) of diethyl malonate in 16.3 ml of ethanol is added dropwise at an internal temperature of 50-60° C. such that this temperature is maintained. The mixture is then subsequently stirred at 60° C. for one hour. Thereafter, a solution of 31.3 g (0.148 mol) of 3-chloro-2,4-difluorobenzoyl chloride in 16 ml of toluene is added dropwise at -10 to -5° C. and the mixture is subsequently stirred at 0° C. for one hour and then overnight, while warming to room temperature. The reaction mixture is poured onto ice-water, acidified with 10 ml of concentrated sulphuric acid and extracted with toluene. The extract is washed with saturated sodium chloride solution and the solvent is removed in vacuo. Crude yield: 49.9 g

후처리

  1. temperatureis maintained
  2. stirringthe mixture is subsequently stirred at 0° C. for one hour
  3. temperatureovernight, while warming to room temperature
  4. additionThe reaction mixture is poured onto ice-water
  5. extractionextracted with toluene
  6. washThe extract is washed with saturated sodium chloride solution
  7. customthe solvent is removed in vacuo

출처 및 근거

ORD 기록
ord-3bc82e1152834279b222b7039116859d
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06075165

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