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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816339Generated: November 1, 2026

Water → HCID 178468979, compound

https://huagongshe.com/reaction/1816339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzoic acid, 4-fluoro-, ethyl esterHCID 67976—
ReactantHCID 178461287HCID 178461287—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 178468979HCID 17846897970.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of cis-1-(4-methylcyclohexyl)piperazine (29.6 g), ethyl 4-fluorobenzoate (41.0 g) and potassium carbonate (67.3 g) in DMSO (300 ml) was stirred at 140° C. for 9 hours. The reaction mixture was poured into water (1.2 l) and extracted twice with ethyl acetate (400 ml). The extracts were collected, washed with saturated aqueous sodium chloride, dried over magnesium sulfate and evaporated in vacuo. The resulting residue was chromatographed on silica gel (1 l) eluting with a mixture of n-hexane and ethyl acetate (2:1 v/v). The fractions containing the desired compound were collected and evaporated under reduced pressure to give ethyl 4-[cis-4-(4-methylcyclohexyl)-1-piperazinyl]benzoate (37.64 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884774B2
Source datasetuspto-grants-2005_04
ORD IDord-bdb2bf9adbdb48148604455ae2d381d0
Source noteuspto-grants-2005_04