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

HRID 67124

反応式

HRID 67124 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bc78c4a0c5b148f591dbeb66b6a477aa
出典データセット
uspto-grants-1982_08
特許番号
US04344961

関連ノート

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