Reacción #346692

Ecuación de reacción

methyl(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)acetate

lithium aluminum hydride

→

2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)ethan-1-ol

Disolventes

ether tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroexcess hydride is destroyed by addition of water
2. 2
   Extracciónthe mixture is extracted with ether
3. 3
   OtroThe extract is dried and to it
4. 4
   workup.ADDITIONis added 2.0 g
5. 5
   workup.WAITThe mixture is left for 4 days
6. 6
   Filtraciónfiltered through celite
7. 7
   Otroevaporated
8. 8
   OtroThe residue is recrystallized from hexane

Procedimiento

0.45 G. of methyl(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)acetate is dissolved in 10 ml. of ether/tetrahydrofuran (1:1) and excess lithium aluminum hydride is added. After 3 hours, excess hydride is destroyed by addition of water and the mixture is extracted with ether. The extract is dried and to it is added 2.0 g. of manganese dioxide. The mixture is left for 4 days and then filtered through celite and evaporated. The residue is recrystallized from hexane to afford 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)ethan-1-ol (m.p. 73°-75° C.).

Fuente