1-Bromo-2-Chloroethane → 1-(3-Bromophenyl)cyclopropane-1-carbonitrile

HRID 31497

Reaktionsgleichung

Reaktionsgleichung von HRID 31497
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[CH2:5][C:6]#[N:7].Br[CH2:12][CH2:13]Cl.[OH-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.O>[Br:1][C:2]1[CH:3]=[C:4]([C:5]2([C:6]#[N:7])[CH2:13][CH2:12]2)[CH:8]=[CH:9][CH:10]=1

Komponenten

6

Edukt 3

HCID 78491-Bromo-2-ChloroethaneHCID 14798Sodium HydroxideHCID 36023(3-Bromophenyl)acetonitrile

Produkt 1

HCID 200261781-(3-Bromophenyl)cyclopropane-1-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 66133Benzyl triethylammonium chlorideKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

25 g (0.13 mol) of 3-bromo-benzylcyanide are taken up in 32 ml (0.38 mol) of 1-bromo-2-chloro-ethane and combined with 0.6 g (2.6 mmol) of benzyltriethylammonium chloride. Then a solution of 105.8 g (2.65 mol) of sodium hydroxide in 106 ml of water is added dropwise at 10 to 25° C. After 20 hours at 55° C. the reaction solution is poured onto ice water and extracted with ethyl acetate. The organic extracts are dried and evaporated down. The residue is triturated with petroleum ether, suction filtered and dried.

Aufarbeitung

  1. additionAfter 20 hours at 55° C. the reaction solution is poured onto ice water
  2. extractionextracted with ethyl acetate
  3. customThe organic extracts are dried
  4. customevaporated down
  5. customThe residue is triturated with petroleum ether, suction
  6. filtrationfiltered
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b3bcfc84b2f1474e97d064fd72e6f4ff
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425641B2

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