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

HRID 1649885
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HRID 1649885 반응식
[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
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참가 물질

5

반응물 2

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

생성물 1

HCID 539991561-Chloro-2-(1-ethylcyclopentyl)-2-phenoxyethylene수율 88%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
210 °C

실험 절차

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##

후처리

  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

출처 및 근거

ORD 기록
ord-e862fa84baf34d3c9f0e8cdfaddf18f6
출처 데이터셋
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04921967

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