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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205256Generated: October 26, 2026

Indole → (E)-12-methyl-7,8,9,10,13a, 14-hexahydroazecino[1,2-a]indol-6(13H)-one

https://huagongshe.com/reaction/2205256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndoleHCID 798—
ReactantEthylaluminum dichlorideHCID 11237—
Reactant3H-IndoleHCID 3083560—
ReactantCyclohexanone, 2-(1-methylethenyl)-HCID 11018939—
Solvent1,2-DichloroethaneHCID 11—
Product(E)-12-methyl-7,8,9,10,13a, 14-hexahydroazecino[1,2-a]indol-6(13H)-oneHCID 13173580477%

Reaction Steps

Following the general procedure as described in Example 17, 2-(prop-1-en-2-yl)cyclohexanone (0.88 g, 6.38 mmol), 1H-indole (0.90 g, 7.65 mmol) which was in situ isomerized to 3H-indole, and EtAlCl2 (0.81 g, 6.38 mmol) in 1,2-dichloroethane (65 ml) were reacted to give the title product as a white solid (1.25 g, 77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371262B2
Source datasetuspto-grants-2016_06
ORD IDord-9db42c8f2994453d8750ec9104891608
Source noteuspto-grants-2016_06