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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061870Generated: October 25, 2026

Tetrabutylammonium Fluoride → 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthol

https://huagongshe.com/reaction/1061870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-(6-tert-butyldimethylsilyloxy-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanolHCID 22018442—
SolventTetrahydrofuranHCID 8028—
Product6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphtholHCID 2201838598.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

1-(6-tert-Butyldimethylsilyloxy-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (35.0 g) was dissolved in THF (100 mL) and cooled to 0° C. A solution (1 M: 100 mL) of tetrabutylammonium fluoride in THF was added dropwise. The mixture was stirred at room temperature for 1 hr., and the solvent was evaporated and water was added to the residue. The resulting precipitate was collected by filtration, washed with ether and water and dried to give the title compound (28.3 g) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960586B2
Source datasetuspto-grants-2005_11
ORD IDord-f1ab5871e07143e3888a53eb3d5ce653
Source noteuspto-grants-2005_11