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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422340Generated: October 30, 2026

Tetrabutylammonium Fluoride → HCID 57691784, compound

https://huagongshe.com/reaction/422340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 57691801HCID 57691801—
ReactantHCID 63655048HCID 63655048—
ReactantHCID 66598009HCID 66598009—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57691784HCID 5769178491%

Reaction Steps

TBAF (1.24 mL, 1.24 mmol) was added to a solution of 2-(4-trimethylsilanyl-but-3-ynyl)-2H-indazole and 1-(4-trimethylsilanyl-but-3-ynyl)-1H-indazole (250 mg, 1.03 mmol) in THF (5 mL) and the reaction mixture was stirred for 2 hours at room temperature. After the addition of water, the solvent was evaporated and the aqueous phase was extracted with DCM. The organic phase was washed with brine, dried over MgSO4, filtered and evaporated. The crude residue was purified by bulb-to-bulb distillation (0.2 mbar, 100-120° C.) to yield 160 mg (0.94 mmol, 91%) of 2-(but-3-ynyl)-2H-indazole and 1-(but-3-ynyl)-1H-indazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101637B2
Source datasetuspto-grants-2012_01
ORD IDord-e28ec161ac9f45eba34e12f1ee1a9b05
Source noteuspto-grants-2012_01