Reacción #548887

Ecuación de reacción

aluminum chloride

2-methylthiophene

p-fluorobenzoyl chloride

hydrochloric acid

→

p-fluorophenyl 5-methyl-2-thienyl ketone

Disolventes

water

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat 20° C
2. 2
   workup.ADDITIONThe reaction mixture is poured
3. 3
   workup.STIRRINGwhile stirring vigorously
4. 4
   OtroThe layers are separated
5. 5
   Lavadothe aqueous phase is washed with chloroform
6. 6
   OtroThe organic layers are dried
7. 7
   Otroevaporated
8. 8
   Otrothe latter is evaporated again
9. 9
   Otroon triturating in petroleumether
10. 10
    FiltraciónThe solid product is filtered off
11. 11
    Otrocrystallized from ethanol at -20° C

Procedimiento

To a stirred mixture of 29.5 parts of 2-methylthiophene, 39.65 parts of p-fluorobenzoyl chloride and 280 parts of methylene chloride are added portionwise 40 parts of aluminum chloride while keeping the temperature at 20° C (water-bath). Upon completion, stirring is continued for 4 hours at room temperature. The reaction mixture is poured onto crushed ice and 50 parts of hydrochloric acid, while stirring vigorously. The layers are separated and the aqueous phase is washed with chloroform. The organic layers are dried and evaporated. The residue is taken up in benzene and the latter is evaporated again. The residue solidifies on triturating in petroleumether. The solid product is filtered off and crystallized from ethanol at -20° C, yielding p-fluorophenyl 5-methyl-2-thienyl ketone; mp. 68° C.

Fuente