Water → Cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid

HRID 370571

反応式

HRID 370571 の反応式
[Cl:1][C:2](Cl)([Cl:12])[CH:3]1[CH:8]2[CH:6]([C:7]2([CH3:10])[CH3:9])[C:5](=[O:11])[O:4]1.O>C(O)(=O)C.CCOCC.[Zn]>[Cl:1][C:2]([Cl:12])=[CH:3][C@@H:8]1[C@H:6]([C:5]([OH:11])=[O:4])[C:7]1([CH3:9])[CH3:10]

参加物

6

反応物 2

HCID 962WaterHCID 125252184-Trichloromethyl-6,6-dimethyl-2-oxo-3-oxabicyclo[3.1.0]hexane

生成物 1

HCID 41507Cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid収率 97%

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒HCID 3283Diethyl Ether溶媒3 回

実験手順

To a suspension of zinc powder (0.52 g, 0.008 mole) in 0.6 ml of acetic acid and 3 ml of ether was added dropwise over a period of 15 minutes a solution of 4-trichloromethyl-6,6-dimethyl-2-oxo-3-oxabicyclo[3.1.0]hexane (0.487 g, 0.002 mole) in 3 ml of ether. The mixture was stirred for two hours at room temperature, 30 ml of ether and 5 ml of water were added, and the mixture was then filtered through Celite filter aid. The organic layer was separated, washed twice with saturated aqueous sodium chloride, dried over magnesium sulfate, and the ether was evaporated to give crystalline cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid (0.405 g, 97% yield).

後処理

  1. filtrationthe mixture was then filtered through Celite
  2. filtrationfilter aid
  3. customThe organic layer was separated
  4. washwashed twice with saturated aqueous sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. customthe ether was evaporated

出典と根拠

ORDレコード
ord-b63ab4da8f0b40aa9d73b6f54d968290
出典データセット
uspto-grants-1985_07
特許番号
US04526987

関連ノート

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