Sodium Hydroxide → 3-(2,2-Dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid

HRID 904748

반응식

HRID 904748 반응식
C([O:3][C:4]([CH:6]1[CH:8]([CH:9]=[C:10]([Br:12])[Br:11])[C:7]1([CH3:14])[CH3:13])=[O:5])C.[OH-].[Na+]>>[CH3:13][C:7]1([CH3:14])[CH:8]([CH:9]=[C:10]([Br:12])[Br:11])[CH:6]1[C:4]([OH:5])=[O:3]

참가 물질

3

반응물 2

HCID 14798Sodium Hydroxide2회HCID 12550018HCID 12550018, 화합물

생성물 1

HCID 1812483-(2,2-Dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid수율 92%

반응 조건

온도
20 °C

실험 절차

36.2 g. of 2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane-1-carboxylic acid ethylester (purity: 90%, cis) trans ratio: 45:65/, 4 g. of a 25% aqueous sodium hydroxide solution and 0.2 g. of tricaprylmethyl ammonium chloride are stirred at 100° C. for 30 minutes, whereupon three 4-g. portions of the sodium hydroxide solution are added in 30 minutes intervals and stirring is continued for altogether 240 minutes. The mixture is cooled to 20° C., diluted with 100 ml. of water and extracted with 10 ml. of benzene. The aqueous solution is admixed with 12 g. of a 36% aqueous hydrochloric acid solution at 70° C. and cooled to room temperature with stirring. The precipitated acid is dissolved in 60 ml. of benzene, the solution is separated and the solvent is evaporated. 30.0 g (92%) of 2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropanecarboxylic acid are obtained. Cis/trans ratio: 40:60.

후처리

  1. additiondiluted with 100 ml
  2. extractionof water and extracted with 10 ml
  3. temperatureof a 36% aqueous hydrochloric acid solution at 70° C. and cooled to room temperature
  4. stirringwith stirring
  5. dissolutionThe precipitated acid is dissolved in 60 ml
  6. customof benzene, the solution is separated
  7. customthe solvent is evaporated

출처 및 근거

ORD 기록
ord-5896fab0aaf848b38c252d58a0650131
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04419524

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