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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920476Generated: October 29, 2026

Ethyl 4-(piperazin-1-yl)benzoate → 4-[4-[[2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-YL]methyl]-1-piperazinyl]benzoic acid ethyl ester

https://huagongshe.com/reaction/1920476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-(piperazin-1-yl)benzoateHCID 2761178—
Reactant(2E)-2-(hydroxymethylene)-4,4-dimethylcyclohexanoneHCID 12173050—
Reactant2-(4-chlorophenyl)-5,5-dimethyl-1-Cyclohexene-1-carboxaldehydeHCID 44594330—
Product4-[4-[[2-(4-Chlorophenyl)-5,5-dimethyl-1-cyclohexen-1-YL]methyl]-1-piperazinyl]benzoic acid ethyl esterHCID 25140483—

Reaction Steps

Scheme 1 shows three synthetic routes used to prepare the aldehyde intermediate (2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-ene-1-carbaldehyde) (4) from (2E)-2-(hydroxymethylene)-4,4-dimethylcyclohexanone (1A). The aldehyde intermediate (4) can then be reacted with ethyl 4-(piperazin-1-yl)benzoate (4A) to provide ethyl 4-(4-((2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-en-1-yl)methyl)piperazin-1-yl)benzoate, which is hydrolyzed to provide 4-(4-((2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-en-1-yl)methyl)piperazin-1-yl)benzoic acid (6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168784B2
Source datasetuspto-grants-2012_05
ORD IDord-5967341f19b746adae77cdaa1c666964
Source noteuspto-grants-2012_05