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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236867Generated: October 26, 2026

Ethanol → 2-Methyl-2,3,3a,8-tetrahydro-dibenzo [1,2:5,6]cyclohepta[3,4-c]pyrrole

https://huagongshe.com/reaction/236867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
Reactantcis-2-methyl-3,3a,8,12b-tetrahydro-dibenzo[1,2;5,6]cyclohepta[3,4-c]pyrrol-1(2H)-oneHCID 86736413—
SolventDiethyl EtherHCID 3283—
SolventEther tetrahydrofuranHCID 21868444—
Product2-Methyl-2,3,3a,8-tetrahydro-dibenzo [1,2:5,6]cyclohepta[3,4-c]pyrroleHCID 7057224838%

Reaction Steps

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)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04158059
Source datasetuspto-grants-1979_06
ORD IDord-fa170f90786349baaf6ff7b115308a4d
Source noteuspto-grants-1979_06