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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642921Generated: October 24, 2026

Hydrochloric Acid → 1,2,3,9-Tetrahydro-9-methyl-3-methylene-4H-carbazol-4-one

https://huagongshe.com/en/reaction/642921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
ReactantDimethylformamideHCID 6228—
Reactant9-Methyl-1,2,3,9-tetrahydro-4H-carbazol-4-oneHCID 598875—
SolventAcetic AcidHCID 176—
Product1,2,3,9-Tetrahydro-9-methyl-3-methylene-4H-carbazol-4-oneHCID 11790505—

Reaction Steps

Accordingly, 1,2,3,9-tetrahydro-9-methyl-3-methylene-4H-carbazol-4-one was synthesized from 1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one using a formaldehyde reagent (paraformaldehyde) and a mineral acid (HCl) in an aprotic solvent (DMF). Note that this reaction was rapid and high yielding, even though it was performed without using glacial acetic acid as a solvent, and without using a secondary amine as a catalyst.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696356B2
Source datasetuspto-grants-2010_04
ORD IDord-1aef5c842c6b48729cb0ba28b1f33527
Source noteuspto-grants-2010_04