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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112265Generated: October 26, 2026

2-Methylimidazole → Ondansetron

https://huagongshe.com/reaction/2112265

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylimidazoleHCID 12749—
ReactantSodium HydroxideHCID 14798—
ReactantDipiperidinomethaneHCID 70151—
Reactant9-Methyl-1,2,3,9-tetrahydro-4H-carbazol-4-oneHCID 598875—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductOndansetronHCID 459570%

Reaction Steps

2.0 g of 1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one, 1.65 g of 2-methyl imidazole and 274 g of dipiperidinomethane were suspended in 30 ml of acetonitrile, and then 2 g of aluminum chloride was slowly added thereto. The reaction mixture was stirred under reflux for 10 hours. 150 ml dichloromethane and 50 ml of 1N aq. sodium hydroxide were added to the reaction mixture. The resulting organic layer was separated and dried over MgSO4, and then evaporated. The resulting solid was suspended in acetone and stirred for 3 hours, and then filtered and dried under a reduced pressure to give 2.05 g of title compound (yield 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521565B2
Source datasetuspto-grants-2009_04
ORD IDord-af9f12dbf1f24e54a0f9c9c78bf2726f
Source noteuspto-grants-2009_04