Sulfuric Acid → Diethyl 6-methyl-2,3,4,5-tetrafluorobenzoylmalonate

HRID 2396949ノート

反応式

HRID 2396949 の反応式
[Mg].[C:2]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:13][C:14]1[C:19]([C:20](Cl)=[O:21])=[C:18]([F:23])[C:17]([F:24])=[C:16]([F:25])[C:15]=1[F:26].S(=O)(=O)(O)O>C(Cl)(Cl)(Cl)Cl.C(O)C.C1(C)C=CC=CC=1.O>[CH3:13][C:14]1[C:19]([C:20]([CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:2]([O:10][CH2:11][CH3:12])=[O:9])=[O:21])=[C:18]([F:23])[C:17]([F:24])=[C:16]([F:25])[C:15]=1[F:26]

参加物

9

反応物 4

HCID 1118Sulfuric AcidHCID 7761Diethyl MalonateHCID 5462224MagnesiumHCID 146512562,3,4,5-Tetrafluoro-6-methylbenzoyl chloride

生成物 1

HCID 53783746Diethyl 6-methyl-2,3,4,5-tetrafluorobenzoylmalonate

試薬・触媒・溶媒 4

HCID 5943Carbon Tetrachloride触媒HCID 702Ethanol溶媒2 回HCID 962Water溶媒HCID 1140Toluene溶媒2 回

反応条件

温度
60 °C

実験手順

Separately, two drops of carbon tetrachloride are added to a solution of metallic magnesium (0.56 g) in absolute ethanol (0.9 ml). When the reaction starts, a mixture of diethyl malonate (3.6 ml), absolute ethanol (1.6 ml) and anhydrous toluene (6 ml) is added dropwise below 60° C. After stirring at 60° C. for 1 hour, the reaction mixture is cooled to 0° C. and thereto a solution of 6-methyl-2,3,4,5-tetrafluorobenzoyl chloride (5.00 g) prepared above in toluene (5 ml) is added dropwise. After stirring for 30 minutes, a mixture of conc. sulfuric acid (0.4 ml) and water (6 ml) is added and the mixture is extracted with diethyl ether, and the extract is dried over magnesium sulfate and concentrated to give diethyl 6-methyl-2,3,4,5-tetrafluorobenzoylmalonate (8 g) as an yellow oil.

後処理

  1. additionis added dropwise below 60° C
  2. temperaturethe reaction mixture is cooled to 0° C.
  3. additionis added dropwise
  4. stirringAfter stirring for 30 minutes
  5. additionis added
  6. extractionthe mixture is extracted with diethyl ether
  7. dry with materialthe extract is dried over magnesium sulfate
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-e885ac672d7741389e70fe03d83da88b
出典データセット
uspto-grants-1996_02
特許番号
US05495020

反応ノート

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