4-Methylpyridine → 2,2-Dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid 2benzyl-(alpha-vinyl)-benzyl ester

HRID 67124

반응식

HRID 67124 반응식
[CH3:1][C:2]1([CH3:12])[CH:4]([CH:5]=[C:6]([Cl:8])[Cl:7])[CH:3]1[C:9](Cl)=[O:10].N1C=CC(C)=CC=1.[CH2:20]([C:27]1[CH:36]=[CH:35][CH:34]=[CH:33][C:28]=1[CH:29]([OH:32])[CH:30]=[CH2:31])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CCOCC>[CH2:20]([C:27]1[CH:36]=[CH:35][CH:34]=[CH:33][C:28]=1[CH:29]([O:32][C:9]([CH:3]1[CH:4]([CH:5]=[C:6]([Cl:7])[Cl:8])[C:2]1([CH3:12])[CH3:1])=[O:10])[CH:30]=[CH2:31])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

참가 물질

5

반응물 3

HCID 79634-MethylpyridineHCID 94551Permethric chlorideHCID 537702942-Benzyl-(alpha-vinyl)-benzyl alcohol

생성물 1

HCID 543489352,2-Dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid 2benzyl-(alpha-vinyl)-benzyl ester

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
25 °C

실험 절차

91 g (0.04 mole) of 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid chloride are added dropwise, whilst stirring, to 4.6 g (0.05 mole) of γ-picoline, 100 ml of absolute ether and 8.5 g (0.38 mole) of 2-benzyl-(α-vinyl)-benzyl alcohol at 0°-5° C. After having been stirred for 12 hours at 25° C., the reaction mixture is filtered and the filtrate is successively washed with 2 N sodium bicarbonate solution, 2 N hydrochloric acid and water. After drying over sodium sulfate, the filtrate is concentrated under reduced pressure and the resulting oil is purified by column chromatography over silica gel, using toluene as the eluant.

후처리

  1. filtrationthe reaction mixture is filtered
  2. washthe filtrate is successively washed with 2 N sodium bicarbonate solution, 2 N hydrochloric acid and water
  3. dry with materialAfter drying over sodium sulfate
  4. concentrationthe filtrate is concentrated under reduced pressure
  5. customthe resulting oil is purified by column chromatography over silica gel

출처 및 근거

ORD 기록
ord-bc78c4a0c5b148f591dbeb66b6a477aa
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04344961

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