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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | cis-2-methyl-3,3a,8,12b-tetrahydro-dibenzo[1,2;5,6]cyclohepta[3,4-c]pyrrol-1(2H)-one | HCID 86736413 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Ether tetrahydrofuran | HCID 21868444 | — |
| Product | 2-Methyl-2,3,3a,8-tetrahydro-dibenzo [1,2:5,6]cyclohepta[3,4-c]pyrrole | HCID 70572248 | 38% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04158059 |
|---|
| Source dataset | uspto-grants-1979_06 |
|---|
| ORD ID | ord-fa170f90786349baaf6ff7b115308a4d |
|---|
| Source note | uspto-grants-1979_06 |
|---|