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

HRID 36708

反応式

HRID 36708 の反応式
[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]

参加物

9

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒2 回HCID 1140Toluene溶媒2 回HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5bb3b32bdb704fd983c8dbcf3efbdc17
出典データセット
uspto-grants-1995_05
特許番号
US05416096

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