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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060191Generated: October 31, 2026

Sodium Carbonate → (+/-)-3,5-Dimethylphenyl cis-4-[1-[3,5-bis(trifluoromethyl) benzoyl]-2-(phenylmethyl)-4-piperidinyl]-alpha-phenyl-1-piperazineacetate

https://huagongshe.com/reaction/1060191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(+/-)-3,5-Dimethylphenyl alpha-chlorobenzeneacetateHCID 18630849—
Reactant(+/-)-1-[3,5-Bis(trifluoromethyl)benzoyl]-2-(phenylmethyl)-4-(1-piperazinyl)piperidineHCID 18630855—
SolventMethyl Isobutyl KetoneHCID 7909—
Product(+/-)-3,5-Dimethylphenyl cis-4-[1-[3,5-bis(trifluoromethyl) benzoyl]-2-(phenylmethyl)-4-piperidinyl]-alpha-phenyl-1-piperazineacetateHCID 1551328043.1%

Reaction Steps

A mixture of compound 15 (2.5 g), intermediate 5 (1.65 g) and sodium carbonate (0.64 g) in methylisobutylketon (50 ml) was stirred and refluxed for 3 hours. The reaction mixture was washed and the separated organic layer was dried, filtered and the solvent was evaporated. The residue was purified over silica gel on a glass filter (eluent: CH2Cl2/CH3OH 100/0 and 99.5/0.5). The pure fractions were collected and the solvent was evaporated, yielding 1.59 g (43%) of (±)-3,5-dimethylphenyl cis-4-[1-[3,5-bis(trifluoromethyl)benzoyl]-2-(phenylmethyl)-4-piperidinyl]-α-phenyl-1-piperazineacetate (compound 43; mp. 88.1° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521621B1
Source datasetuspto-grants-2003_02
ORD IDord-a43de800e945445f978495c9b2a5f7a5
Source noteuspto-grants-2003_02