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Water → 1-(2,2-Dichlorovinyl)-2-acetyl-3,3-dimethylcyclopropane

HRID 66545
ノート
印刷プレビュー

反応式

HRID 66545 の反応式
C(OP([CH:9]([Cl:11])[Cl:10])(=O)OCC)C.[C:12]([CH:15]1[C:17]([CH3:19])([CH3:18])[CH:16]1[CH:20]=O)(=[O:14])[CH3:13].O>CN(C)C=O.O1CCCC1>[Cl:11][C:9]([Cl:10])=[CH:20][CH:16]1[C:17]([CH3:19])([CH3:18])[CH:15]1[C:12](=[O:14])[CH3:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 962WaterHCID 11085347Phosphonic acid, (dichloromethyl)-, diethyl esterHCID 14309614HCID 14309614、化合物

生成物 1

HCID 145714121-(2,2-Dichlorovinyl)-2-acetyl-3,3-dimethylcyclopropane収率 71.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028
Tetrahydrofuran
溶媒

実験手順

A solution of 12.3 g (0.11 mol) of potassium tert.-butylate in 30 ml of dimethylformamide was added dropwise, under an inert gas atmosphere (nitrogen or argon) at -20° to -25° C., to a solution of 24 g (0.180 mol) of dichloromethane-phosphonic acid diethyl ester and 14 g (0.1 mol) of 2-acetyl-3,3-dimethylcyclopropanecarboxaldehyde in 100 ml of tetrahydrofuran. The mixture was subsequently stirred for 3 hours without cooling, 200 ml of water were added and extraction was carried out twice with 100 ml of methylene chloride. The organic phase was washed with 50 ml of 10% strength sodium hydroxide solution and then with 3 times 50 ml of water, dried over sodium sulphate and evaporated in vacuo. 14.8 g (71% of theory) of 1-(2,2-dichlorovinyl)-2-acetyl-3,3-dimethylcyclopropane were obtained from the residue, by vacuum distillation, in the form of a pale yellow oil having a boiling point of 55°-57° C./0.3 mbar.

後処理

  1. temperaturewithout cooling
  2. extractionextraction
  3. washThe organic phase was washed with 50 ml of 10% strength sodium hydroxide solution
  4. dry with materialwith 3 times 50 ml of water, dried over sodium sulphate
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-8c38356c947d476ea52a137cea69d943
出典データセット
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04342704

反応ノート

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