1-Bromo-5-chloropentane → HCID 86181973, Verbindung

HRID 2292499Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2292499
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[Cl:10])=[CH:4][CH:3]=1.Br[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][Cl:29].[O-]CC.[Na+]>C(O)C>[Cl:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[Cl:10])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 960701-Bromo-5-chloropentaneHCID 2723922Sodium ethoxideHCID 45530804-(2-Chloro-1,2-diphenylethenyl)phenol

Produkt 1

HCID 86181973HCID 86181973, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Combine (E and Z)-1-[(4-hydroxy)phenyl]-1,2-diphenyl-2-chloro-ethylene (2.3 g, 7.5 mmol) and 5-bromo-1-chloropentane (2.78 g, 15.0 mmol) in ethanol (40 mL). Add a solution of sodium ethoxide in ethanol (11.12 mL, 0.67M, 7.5 mmol). Heat to reflux under an inert atmosphere. After 24 hours concentrate in vacuo. Chromatograph on silica gel eluting with 1/7 ethyl acetate/hexane. Concentration of the product containing fractions to give the title compound which is taken on to the next step without further purification.

Aufarbeitung

  1. temperatureHeat
  2. temperatureto reflux under an inert atmosphere
  3. concentrationAfter 24 hours concentrate in vacuo
  4. additionConcentration of the product containing fractions

Quellen und Nachweise

ORD-Eintrag
ord-48efa1ddf4f64d71a05c40a4b2c33277
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05684004

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