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

HRID 2412448
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2412448
[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
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
210 °C

Versuchsvorschrift

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 2 N 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-phenoxyethylene of boiling point 115° to 125° C./0.1 mm Hg were obtained.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-cdd9219842f74d67b6cbee070dff4dab
Quelldatensatz
uspto-grants-1985_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04492795

Notizen zur Reaktion

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