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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269869Generated: October 25, 2026

Sodium Bicarbonate → 4-(4-Phenethylpiperazin-1-yl)phenol

https://huagongshe.com/reaction/269869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant1-(4-Methoxyphenyl)-4-phenethylpiperazineHCID 15527076—
Solvent1,2-DichloroethaneHCID 11—
SolventBoron tribromideHCID 25134—
Product4-(4-Phenethylpiperazin-1-yl)phenolHCID 2311144517.8%

Reaction Steps

To a solution of 1-(4-methoxyphenyl)-4-phenethylpiperazine (165 mg) in 1,2-dichloroethane (1.5 mL), boron tribromide (132 μL) was added under cooling with ice. The temperature was raised to the ambient level, followed by 3 hours' stirring. The reaction mixture was poured in saturated saline solution, rendered weakly alkaline with saturated aqueous sodium hydrogencarbonate solution, and the product was extracted with ethyl acetate. The organic layer was washed with saturated saline solution and dried over anhydrous magnesium sulfate. Distilling the solvent off, the crude product recovered was purified on TLC (developer, chloroform: methanol=15:1) to provide 4-(4-phenethylpiperazin-1-yl)phenol (28 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449466B2
Source datasetuspto-grants-2008_11
ORD IDord-fd0340410c88452b8dd4913aae4ba310
Source noteuspto-grants-2008_11