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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10178Generated: October 25, 2026

Trifluoroacetic acid → 1-Benzyl-3-(naphthalen-2-ylmethyl)piperazine

https://huagongshe.com/reaction/10178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAmmonium HydroxideHCID 14923—
Reactant4-Benzyl-2-(naphthalen-2-ylmethyl)piperazine-1-carboxylic acid tert-butyl esterHCID 21041081—
SolventDichloromethaneHCID 6344—
Product1-Benzyl-3-(naphthalen-2-ylmethyl)piperazineHCID 21978815—

Reaction Steps

To a solution of 4-benzyl-2-(naphthalen-2-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester (0.75 g) in dichloromethane (3 mL) was added dropwise trifluoroacetic acid (3 mL). After 75 min at room temperature the mixture was poured onto ice and made basic by the addition of ammonium hydroxide (25% solution). The layers were separated and the aqueous layer extracted with dichloromethane. The combined organic layers were dried over magnesium sulphate, filtered, and concentrated in vacuo to afford 1-benzyl-3-(naphthalen-2-ylmethyl)piperazine as an oil; 053 g (93%) MH+ 317, Rf 0.61 (CH2Cl2/MeOH/NH4OH 93/7/0.5), which was used as such.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094779B2
Source datasetuspto-grants-2006_08
ORD IDord-dbc56614992c4ee4a364e93a778a758a
Source noteuspto-grants-2006_08