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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570976Generated: October 26, 2026

Tetrabutylammonium Fluoride → Methyl 3-ethynyl-4-methylbenzoate

https://huagongshe.com/reaction/570976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantMethyl 4-methyl-3-((trimethylsilyl)ethynyl)benzoateHCID 70557105—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 3-ethynyl-4-methylbenzoateHCID 53403239—

Reaction Steps

To the solution of methyl 4-methyl-3-[(trimethylsilyl)ethynyl]benzoate (2.3 g) in THF (40 ml) was added tetrabutylammonium fluoride (1.0M in THF, 3.2 ml, 11 mmol) at ambient temperature and stirred for 15 minutes, concentrated and the residue purified by flash chromatography on silica gel (elution with 2% ethyl acetate in n-hexane) to provide methyl 3-ethynyl-4-methylbenzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09024021B2
Source datasetuspto-grants-2015_05
ORD IDord-1230c1c639434298ad51783ae8a0e624
Source noteuspto-grants-2015_05