Sodium → Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester

HRID 649627

反応式

HRID 649627 の反応式
[Na].[CH3:2][C:3]1([CH3:15])[CH:5]([CH2:6][C:7](Cl)([Cl:9])[Cl:8])[CH:4]1[C:11]([O:13][CH3:14])=[O:12]>CO>[CH3:2][C:3]1([CH3:15])[CH:5]([CH:6]=[C:7]([Cl:8])[Cl:9])[CH:4]1[C:11]([O:13][CH3:14])=[O:12]

参加物

4

反応物 2

HCID 5360545SodiumHCID 11557959HCID 11557959、化合物

生成物 1

HCID 94591Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester収率 80.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To 80 ml of methanol solution containing 0.92 g of metallic sodium were added 7.8 g of methyl 2,2-dimethyl-3-(2',2',2'-trichloroethyl)-cyclopropanecarboxylate (purity: 87.8%, cis/trans ratio: 88/12) to heat the resulting mixture for 35 hours under reflux. After distilling off the methanol, the mixture was diluted with water, acidified with diluted hydrochloric acid, subjected to extraction with ether. After washing the ether layer with sodium bicarbonate aqueous solution and a saturated sodium chloride aqueous solution, the ether was distilled off. Vacuum distillation was carried out to obtain 5.4 g of methyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate, b.p. 64°-72° C./1.2 mmHg, cis/trans ratio 90.9/9.1, purity 87.8%, yield 79.8%. Further, the sodium bicarbonate aqueous wash solution was acidified to obtain 0.5 g of 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid.

後処理

  1. temperatureto heat the resulting mixture for 35 hours
  2. temperatureunder reflux
  3. distillationAfter distilling off the methanol
  4. additionthe mixture was diluted with water
  5. extractionsubjected to extraction with ether
  6. washAfter washing the ether layer with sodium bicarbonate aqueous solution
  7. distillationa saturated sodium chloride aqueous solution, the ether was distilled off
  8. distillationVacuum distillation

出典と根拠

ORDレコード
ord-aecbc8724d084051801745051ecbcac1
出典データセット
uspto-grants-1988_04
特許番号
US04740612

関連ノート

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