Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55305Generated: October 27, 2026

Tetrabutylammonium Fluoride → Methyl 5-ethynylnicotinate

https://huagongshe.com/reaction/55305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantMethyl 5-((trimethylsilyl)ethynyl)nicotinateHCID 53821751—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 5-ethynylnicotinateHCID 5389838461.2%

Reaction Steps

Under the conditions of example 21 C, 464 mg of 5-(2-trimethylsilylethinyl)-nicotinic acid methyl ester is reacted with 2 ml of a 1-molar solution of tetrabutylammonium fluoride in tetrahydrofuran, worked up, and the residue is chromatographed on silica gel with hexane/0-7% ethyl acetate. 196 mg of 5-ethinylnicotinic acid methyl ester is obtained as oily crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05624943
Source datasetuspto-grants-1997_04
ORD IDord-89d4abab64bb4dceb596cd3f470fa680
Source noteuspto-grants-1997_04