Reaktion #65017

Reaktionsgleichung

KCN

4'-methoxychalcone

HOAc

→

2-(4'-methoxyphenyl)-4-phenyl-3-oxobutyronitrile

Ausbeute 75.6%

Lösungsmittel

water

2-methoxyethanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITThe reaction is complete in <10 min
2. 2
   ExtraktionExtract the mixture with EtOAc
3. 3
   Waschenwash with water and brine
4. 4
   Trocknendry over Na2SO4
5. 5
   Filtrationfilter
6. 6
   Einengenconcentrate in vacuo
7. 7
   SonstigeRecrystallize the resulting solid from CH2Cl2 /MeOH

Vorschrift

Step B Add KCN (11.27 g, 0.173 mol) in water (25 mL) to a 100° C. solution of 4'-methoxychalcone (27.51 g 0.115 mol) and HOAc (7.5 mL, 0.128 mol) in 2-methoxyethanol (200 mL). The reaction is complete in <10 min. Cool the resulting solution to room temperature and pour into a mixture of ice and water (1 L). Extract the mixture with EtOAc. Combine the organic extracts, wash with water and brine, dry over Na2SO4, filter and concentrate in vacuo. Recrystallize the resulting solid from CH2Cl2 /MeOH to provide 23.07 g (75%) of 2-(4'-methoxyphenyl)-4-phenyl-3-oxobutyronitrile, mp 115°-116° C.

Quelle