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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280329Generated: November 4, 2026

Methyl iodide → N-methyl-5,10-dihydroindeno[1,2-b]indole

https://huagongshe.com/reaction/1280329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium HydroxideHCID 14798—
ReactantIndenoindoleHCID 97598—
CatalystHexadecyltrimethylammonium BromideHCID 5974—
SolventBenzeneHCID 241—
ProductN-methyl-5,10-dihydroindeno[1,2-b]indoleHCID 710314486.3%

Reaction Steps

In a 0.5 l bulb were placed 100 ml 50% aqueous NaOH, 100 ml benzene, 6.1 g (28 mmol)of 5,10-dihydroindeno[1,2-b]indole, prepared in the Example 1,1.8 ml (28 mmol) of MeI and o.5 g of trimethylcetylammonium bromide. After having stirred the obtained mixture for 2 hours, the formation of an organic phase was observed; said phase was separated, washed twice with water (100 ml) and dried over Na2SO4. After removal of the solvent, the residue was recrystallized from ethanol, obtaining 5.3 g of N-methyl-5,10-dihydroindeno[1,2-b]indole(yield=84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06451724B1
Source datasetuspto-grants-2002_09
ORD IDord-2dc9bbe04f8243a9b9b845a5d84969b6
Source noteuspto-grants-2002_09