Potassium Carbonate → trans 2-Bromo-6-chlorobenzyl 2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropane carboxylate

HRID 128245ノート

反応式

HRID 128245 の反応式
[Cl:1][C:2]([Cl:12])=[CH:3][C@@H:4]1[C:6]([CH3:8])([CH3:7])[C@H:5]1[C:9]([OH:11])=[O:10].[Br:13][C:14]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[C:15]=1[CH2:16]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.O>[Cl:1][C:2]([Cl:12])=[CH:3][C@@H:4]1[C:6]([CH3:8])([CH3:7])[C@H:5]1[C:9]([O:11][CH2:16][C:15]1[C:18]([Cl:22])=[CH:19][CH:20]=[CH:21][C:14]=1[Br:13])=[O:10]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 41539Trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acidHCID 27568722-Bromo-6-chlorobenzyl bromide

生成物 1

HCID 131712138trans 2-Bromo-6-chlorobenzyl 2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropane carboxylate収率 98%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

1 cis/trans 2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropane carboxylic acid (2.3 g), 2-bromo-6-chlorobenzylbromide (2.85 g) and potassium carbonate (1.6 g) were stirred together in acetone (30 ml) under reflux for 6 hours. The reaction mixture was cooled, diluted with water, and extracted three times with 50 ml portions of diethyl ether. The combined ether extracts were washed with water and with aqueous sodium bicarbonate solution (three times), dried over magnesium sulphate and evaporated to give the orange title product (4. g, 98%) m.p. 61°-67° C.

後処理

  1. temperatureunder reflux for 6 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted three times with 50 ml portions of diethyl ether
  4. washThe combined ether extracts were washed with water and with aqueous sodium bicarbonate solution (three times)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-86a8a7b9788b4e6e9447e9f7d06881be
出典データセット
uspto-grants-1981_03
特許番号
US04259349

反応ノート

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