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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493871Generated: October 30, 2026

Oxalic Acid → N-{1-[2-(3,4-Dihydro-2H-1-benzopyran-4-yl)ethyl]-4-piperidyl}-N-phenyl-4-fluorobenzamide

https://huagongshe.com/reaction/1493871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(2-bromoethyl)-3,4-dihydro-2H-benzopyranHCID 14330282—
ReactantHCID 19829422HCID 19829422—
SolventAcetoneHCID 180—
SolventMethyl Ethyl KetoneHCID 6569—
ProductN-{1-[2-(3,4-Dihydro-2H-1-benzopyran-4-yl)ethyl]-4-piperidyl}-N-phenyl-4-fluorobenzamideHCID 1982942089.2%

Reaction Steps

The procedure is as in Example 4, but starting with 4-(2-bromoethyl)-3,4-dihydro-2H-benzopyran (1.6 g), N-phenyl-N(4-piperidyl)-4-fluorobenzamide hydrochloride (2.21 g), dry potassium carbonate (1.8 g) and potassium iodide (0.8 g) in 2-butanone (50 cc). The oil obtained is taken up in the minimum amount of acetone and oxalic acid (0.6 g), dissolved in acetone, is added. The white precipitate formed is filtered off on sintered glass and then recrystallized in ethanol (50 cc). N-{1-[2-(3,4-Dihydro-2H-1-benzopyran-4-yl)ethyl]-4-piperidyl}-N-phenyl-4-fluorobenzamide acid oxalate (2.7 g) is thereby obtained in the form of a white solid, m.p. 161° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05025013
Source datasetuspto-grants-1991_06
ORD IDord-341b4691aa6f4a6f9291a795cdb1bba8
Source noteuspto-grants-1991_06