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Ethanol → Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester

HRID 225300
ノート
印刷プレビュー

反応式

HRID 225300 の反応式
[C:1]([CH:3]1[CH:5]([CH:6]=[C:7]([Cl:9])[Cl:8])[C:4]1([CH3:11])[CH3:10])#N.S(=O)(=O)(O)[OH:13].[CH2:17]([OH:19])[CH3:18]>O>[Cl:8][C:7]([Cl:9])=[CH:6][CH:5]1[CH:3]([C:1]([O:19][CH2:17][CH3:18])=[O:13])[C:4]1([CH3:11])[CH3:10]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 128981733-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrile

生成物 1

HCID 101094Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester収率 92.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
80 °C

実験手順

The procedure described in Example 2 is repeated up to the point at which the mixture of 1-cyano-3-(2',2'-dichlorovinyl)-2,2-dimethylcyclopropane, sulphuric acid and water has been heated and stirred at 80° C. for 6 hours and then cooled below 30° C. 16 Parts of ethanol are added to the reaction mixture below 50° C. The mixture is then heated at 100° C. for a further 12 hours, cooled to 20° C. and drowned into 100 parts of water. The aqueous mixture is extracted with toluene (2×50 parts), the toluene extracts are combined and the solvent is removed by evaporation under reduced pressure. There are obtained 17.6 parts of ethyl 3-(2',2'-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate as a brown oil containing 40.4% of the cis-isomer and 21.8% of the trans-isomer. The overall yield is 92.4%.

後処理

  1. temperaturehas been heated
  2. temperaturecooled below 30° C
  3. temperatureThe mixture is then heated at 100° C. for a further 12 hours
  4. temperaturecooled to 20° C.
  5. extractionThe aqueous mixture is extracted with toluene (2×50 parts)
  6. customthe solvent is removed by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-46720017eb7d4bcf80f5d3cbefa631db
出典データセット
uspto-grants-1980_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04236018

反応ノート

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