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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294071Generated: October 26, 2026

Diethyl Ether → 4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,1-dimethyl-1,2,5,6-tetrahydropyridinium iodide

https://huagongshe.com/reaction/2294071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMethyl iodideHCID 6328—
Reactant4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1-methyl-1,2,5,6-tetrahydropyridineHCID 21474133—
SolventMethanolHCID 887—
Product4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,1-dimethyl-1,2,5,6-tetrahydropyridinium iodideHCID 2147413592%

Reaction Steps

Dissolved 4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1-methyl-1,2,5,6-tetrahydropyridine (0.80 g, 2.8 mmol) in 25 mL of methanol, and added 1 mL of iodomethane. Refluxed for 1 hour. Cooled to room temperature, and evaporated. Triturated solid with 1:2 acetonitrile:ether to give 1.1 g (92% yield) of 4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-1,1-dimethyl-1,2,5,6-tetrahydropyridinium iodide as a cream solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688805
Source datasetuspto-grants-1997_11
ORD IDord-42d134a72c3444899671148315fa3f48
Source noteuspto-grants-1997_11