Reaktion #987953

Reaktionsgleichung

ether

3,4-dibromo-2,2-diphenylbutanenitrile

tert-BuOK

NH4Cl

→

alkyne

2,2-diphenyl-3-butynenitrile

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter separation
2. 2
   Waschenthe organic phase was washed twice with water and finally with brine
3. 3
   TrocknenDrying over MgSO4 and evaporation
4. 4
   Sonstigegave an brown-orange oil which

Vorschrift

A solution of 3,4-dibromo-2,2-diphenylbutanenitrile 45 (7.5 g, 19.8 mmol) in THF (50 ml) was added dropwise to a suspension of tert-BuOK (11.1 g, 99 mmol) in THF (250 ml) at −78° C. After 1 h30, the brown mixture was poured into a mixture of ether and a saturated aqueous NH4Cl solution. After separation, the organic phase was washed twice with water and finally with brine. Drying over MgSO4 and evaporation gave an brown-orange oil which was chromatographied over silica gel (CH2Cl2/Hexane 25/75). The alkyne 46 was obtained as a slightly yellow oil (4 g, 93%).

Quelle