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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2083752Generated: October 26, 2026

2-Trifluoromethyl-xanthen-9-one → 9-(1-Methylpiperidin-4-YL)-2-(trifluoromethyl)-9H-xanthen-9-OL

https://huagongshe.com/reaction/2083752

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Trifluoromethyl-xanthen-9-oneHCID 2760787—
Reactant4-Chloro-1-methylpiperidinium chlorideHCID 3034158—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
Product9-(1-Methylpiperidin-4-YL)-2-(trifluoromethyl)-9H-xanthen-9-OLHCID 20357529—

Reaction Steps

The Grignard reagent from 68 g. (0.4 m.) of 4-chloro-N-methylpiperidine hydrochloride and 9.7 g. (0.4 m.) of magnesium turnings in a total volume of 250 ml. of tetrahydrofuran is obtained following the procedure of Example 3. After all the halide is added, 75.6 g. (0.287 m.) of 2-trifluoromethylxanthone is added portionwise and refluxing/stirring are continued for one hour under nitrogen. The reaction mixture is quenched on ice-water-ammonium chloride to give 9-(1-methyl-4-piperidyl)-2-trifluoromethylxanthene-9-ol, m.p. 179°-183° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04086350
Source datasetuspto-grants-1978_04
ORD IDord-2eac4c89d7b348c9b6e4300edb3a51f4
Source noteuspto-grants-1978_04