1,2-Dibromoethane → 1-(4-Bromophenyl)Cyclopropanecarbonitrile

HRID 45594

Reaktionsgleichung

Reaktionsgleichung von HRID 45594
[OH-].[K+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]#[N:12])=[CH:6][CH:5]=1.Br[CH2:14][CH2:15]Br>O.C1(C)C=CC=CC=1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[Br:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:11]#[N:12])[CH2:15][CH2:14]2)=[CH:6][CH:5]=1

Komponenten

7

Edukt 3

HCID 78391,2-DibromoethaneHCID 14797Potassium HydroxideHCID 27914Benzeneacetonitrile, 4-bromo-

Produkt 1

HCID 27952731-(4-Bromophenyl)Cyclopropanecarbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 74236Tetrabutylammonium BromideKatalysatorHCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

Potassium hydroxide (14.3 g, 255 mmol) was dissolved in H2O (5 mL) and toluene (40 mL). 4-Bromophenylacetonitrile (5.0 g, 25.5 mmol) and tetrabutylammonium bromide (0.41 g, 1.3 mmol) was added, followed by 1,2-dibromoethane (3.25 mL, 38 mmol) dropwise over 10 minutes. The reaction was stirred at room temperature for 2 hours and then worked-up to give the title compound.

Quellen und Nachweise

ORD-Eintrag
ord-e407ecf3ec3f4db980e6cba4bd4ea977
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541587B2

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