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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1638781Generated: October 25, 2026

Triethylamine → 1-(6-Butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochloride

https://huagongshe.com/reaction/1638781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
ReactantHCID 11021128HCID 11021128—
Reactant1-[(3,4,5-Trimethoxyphenyl)methyl]piperazine;dihydrochlorideHCID 12828501—
SolventDimethylformamideHCID 6228—
Product1-(6-Butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochlorideHCID 1984123364.6%

Reaction Steps

Using 6-butoxy-2-naphthoic acid (0.5 g), 1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (0.7 g), triethylamine (0.85 g), N,N-dimethylformamide (20 ml) and diethyl phosphorocyanidate (0.5 ml), an amidation as that described in Example 6 is carried out. The reaction mixture is purified by silica gel column chromatography (hexane:acetone=3:2). The product is converted to the hydrochloride in a mixture of ethyl acetate and ethyl ether to afford 1-(6-butoxy-2-naphthoyl)-4(3,4,5-trimethoxybenzyl)piperazine hydrochloride (0.7 g) as colorless prisms, m.p. 185°-190° C. (decomp.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04880809
Source datasetuspto-grants-1989_11
ORD IDord-a2793f4ea9214926a39c785ce4d47e05
Source noteuspto-grants-1989_11