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

HRID 504363

Reaktionsgleichung

Reaktionsgleichung von HRID 504363
[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 (20 m, 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-e07ed7f6a19d48b0b639df4a461bf8be
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07776874B2

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