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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173991Generated: October 26, 2026

TBAF tetrahydrofuran → 2-Hydroxymethyl-6-(3-dipropylaminopropyl)naphthalene

https://huagongshe.com/reaction/1173991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant[3-(6-t-Butyldimethylsilyloxymethylnaphthalen-2-yl)propyl]dipropylamineHCID 23079316—
Product2-Hydroxymethyl-6-(3-dipropylaminopropyl)naphthaleneHCID 2307915450.9%

Reaction Steps

The compound (1.28 g) obtained in Example 121-8 was added with a 1 mol/l TBAF/THF solution (6.20 ml) and stirred overnight at room temperature. After completion of the reaction, the solvent was distilled off. Then, the residue was dissolved in chloroform and added with distilled water, followed by stirring. The solution was extracted with chloroform and the extract was then washed with saturated saline solution. The resulting organic layer was dried with anhydrous sodium sulfate. Subsequently, the solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (472 mg) as a brown liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07833991B2
Source datasetuspto-grants-2010_11
ORD IDord-eaf2344b60b547788dc115888bafa8c3
Source noteuspto-grants-2010_11