Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399502Generated: October 31, 2026

Tetrabutylammonium Fluoride → Methyl 2-(4-hydroxymethylphenoxy)-3-phenylpropanoate

https://huagongshe.com/reaction/2399502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantMethyl 2-(4-tert-butyldimethylsilyloxymethylphenoxy)-3-phenylpropanoateHCID 19385610—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(4-hydroxymethylphenoxy)-3-phenylpropanoateHCID 1938563562%

Reaction Steps

To a solution of 0.520 g (1.30 mmol) of the product of Step C dissolved in 3 mL of anhydrous TEF was added 1.3 mL (1.3 mmol) of a 1N solution of tetra-n-butylammonium fluoride in THF and the mixture was stirred at room temperature 1.5 hours. The mixture was then concentrated in vacuo and the residue was purified on a silica gel flash chromatography column eluted with 70% ethyl acetate/hexane to afford 0.230 g (62%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05449682
Source datasetuspto-grants-1995_09
ORD IDord-25a8987739e1489cb476bd2e771794a0
Source noteuspto-grants-1995_09