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Phenolate Sodium → 1-Chloro-2-(1-ethylcyclopentyl)-2-phenoxyethylene

HRID 1649885
ノート
印刷プレビュー

反応式

HRID 1649885 の反応式
[C:1]1([O-:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].[Cl:9][C:10](Cl)=[CH:11][C:12]1([CH2:17][CH3:18])[CH2:16][CH2:15][CH2:14][CH2:13]1>CN1CCCC1=O.C(Cl)Cl>[Cl:9][CH:10]=[C:11]([C:12]1([CH2:17][CH3:18])[CH2:16][CH2:15][CH2:14][CH2:13]1)[O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 4445035Phenolate SodiumHCID 132091911-(2,2-Dichlorovinyl)-1-ethylcyclopentane

生成物 1

HCID 539991561-Chloro-2-(1-ethylcyclopentyl)-2-phenoxyethylene収率 88%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
210 °C

実験手順

140 g (4.2 mol) of sodium phenolate in 500 ml of N-methylpyrrolidone were heated to 200° C. 116 g (0.6 mol) of 1-(2,2-dichlorovinyl)-1-ethyl-cyclopentane were added dropwise so slowly that the reaction temperature did not fall below 195° C. The mixture was then stirred for a further hour at 210° C. After the mixture had cooled, it was diluted with methylene chloride and extracted several times by shaking with 2N sodium hydroxide solution. The organic phase, which had been dried over sodium sulphate, was concentrated in vacuo, and the residue was fractionated. 132 g (88% of theory) of 1-chloro-2-(1-ethylcyclopentyl)-2-phenoxy-ethylene of boiling point 115° to 125° C./0.1 mm Hg were obtained. ##STR17##

後処理

  1. customdid not fall below 195° C
  2. temperatureAfter the mixture had cooled
  3. extractionextracted several times
  4. stirringby shaking with 2N sodium hydroxide solution
  5. dry with materialThe organic phase, which had been dried over sodium sulphate
  6. concentrationwas concentrated in vacuo

出典と根拠

ORDレコード
ord-e862fa84baf34d3c9f0e8cdfaddf18f6
出典データセット
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04921967

反応ノート

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