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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468196Generated: November 2, 2026

Tetrabutylammonium Fluoride → methyl 4-fluoro-1H-indole-5-carboxylate

https://huagongshe.com/reaction/468196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 59625911HCID 59625911—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Productmethyl 4-fluoro-1H-indole-5-carboxylateHCID 59625958—

Reaction Steps

TBAF (1M solution in THF, 15.8 mmol, 15.8 mL) was added to a solution of compound 70b (7.9 mmol, 2.76 g) in THF at 0° C. After 10 min at room temperature, the reaction was diluted with EtOAc and washed with brine, saturated NaHCO3, and water. The organic layer was concentrated and purified by flash column chromatography (silica gel, 35% EtOAc/hexanes) to afford compound 70c.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623858B2
Source datasetuspto-grants-2014_01
ORD IDord-926dd90abcbe4a0a8695fc34f90ca6a2
Source noteuspto-grants-2014_01