1-Bromo-2-Chloroethane → 1-(4-Vinylphenyl)cyclopropanecarbonitrile

HRID 557900

Reaktionsgleichung

Reaktionsgleichung von HRID 557900
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[CH:5][CH:4]=1)=[CH2:2].Br[CH2:13][CH2:14]Cl>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.[OH-].[Na+].O>[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:10]#[N:11])[CH2:14][CH2:13]2)=[CH:5][CH:4]=1)=[CH2:2]

Komponenten

6

Edukt 2

HCID 78491-Bromo-2-ChloroethaneHCID 3944539(4-Vinylphenyl)acetonitrile

Produkt 1

HCID 666626411-(4-Vinylphenyl)cyclopropanecarbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 66133Benzyl triethylammonium chlorideKatalysatorHCID 962WaterLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of (4-vinylphenyl)acetonitrile (2.1 g, 0.015 mol), 1-bromo-2-chloro-ethane (1.4 mL, 0.016 mol) and benzyltriethylammonium chloride (0.2 g, 0.0008 mol) in aqueous sodium hydroxide solution (20m, 6 mL) was stirred at 70° C. for 1 h. The reaction mixture was cooled, diluted with water and extracted with ethyl ether. The combined ether layers were washed with water and brine, dried and concentrated to afford the product.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with ethyl ether
  3. washThe combined ether layers were washed with water and brine
  4. customdried
  5. concentrationconcentrated
  6. customto afford the product

Quellen und Nachweise

ORD-Eintrag
ord-6f89eb4704a341899b0d4caa84791139
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058288B2

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