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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909903Generated: November 1, 2026

Tetrahydrofuran → HCID 58307094, compound

https://huagongshe.com/reaction/1909903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTBAF tetrahydrofuranHCID 11078149—
ReactantHCID 58306718HCID 58306718—
SolventWaterHCID 962—
ProductHCID 58307094HCID 5830709494.5%

Reaction Steps

To a mixture of 4-amino-3-bromo-5-[(trimethylsilyl)ethynyl]benzonitrile (0.80 g) and tetrahydrofuran (3.0 mL) was added a 1 M tetrabutyl ammonium fluoride-THF solution (3.0 mL) under ice-cooling, followed by stirring at room temperature for 0.5 hour. To the reaction mixture was added water under ice-cooling, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform/hexane=30-50%) to obtain 4-amino-3-bromo-5-ethynylbenzonitrile (0.57 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598355B2
Source datasetuspto-grants-2013_12
ORD IDord-578f4416a8e74f0da467b2e9d860bc39
Source noteuspto-grants-2013_12