Reacción #324049

Ecuación de reacción

ethanol

cis-2-methyl-3,3a,8,12b-tetrahydro-dibenzo[ 1,2;5,6]cyclohepta[3,4-c]pyrrol-1(2H)-one

LiAlH4

water

→

2-methyl-2,3,3a,8-tetrahydro-dibenzo[ 1,2;5,6]cyclohepta[3,4-c]pyrrole

Rendimiento 38.0%

Disolventes

ether tetrahydrofuran

ether

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónthe mixture is then filtered
2. 2
   OtroThe filtrate is subsequently evaporated to dryness under vacuum
3. 3
   OtroThis gives an oily residue
4. 4
   Otroresults in the formation of a precipitate, which
5. 5
   Filtraciónis filtered off
6. 6
   Otro[The crystalline product thus obtained
7. 7
   Otrois recrystallized

Procedimiento

0.7 g cis-2-methyl-3,3a,8,12b-tetrahydro-dibenzo[ 1,2;5,6]cyclohepta[3,4-c]pyrrol-1(2H)-one is dissolved in 25 ml dry ether/tetrahydrofuran (1:1). This solution is slowly added at 0° C. to a suspension of 0.35 g LiAlH4 in 20 ml ether/t.h.f. (1:1). After stirring for 15 minutes, water is added and the mixture is then filtered. The filtrate is subsequently evaporated to dryness under vacuum. This gives an oily residue, weighing about 0.7 g. Addition of 8 ml ethanol to this residue results in the formation of a precipitate, which is filtered off. [The crystalline product thus obtained is recrystallized, giving 0.25 g 2-methyl-2,3,3a,8-tetrahydro-dibenzo[ 1,2;5,6]cyclohepta[3,4-c]pyrrole of melting point 128°-131° C. (= enamine according to formula III)].

Fuente