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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869984Generated: October 31, 2026

Water → HCID 57424260, compound

https://huagongshe.com/reaction/1869984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-Methylethyl 3-[2-(trimethylsilyl)ethynyl]benzoateHCID 57424259—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57424260HCID 5742426076%

Reaction Steps

(Intermediate 136, 0.6 g, 2.3 mmol) in anhydrous tetrahydrofuran (3 mL) was treated with a 1M solution of tetra-n-butyl ammonium fluoride in tetrahydrofuran (4.6 mL, 4.6 mmol) and the resulting reaction mixture was stirred in an ice bath for 5 min. Water was added and the reaction mixture was extracted with ethyl acetate. The organic phase was washed with water and brine, dried over anhydrous sodium sulfate, filtered and evaporated to an oil that was purified by flash column chromatography using 5%-30% ethyl acetate in hexane as the eluent to afford the title compound as a solid (0.33 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638648B2
Source datasetuspto-grants-2009_12
ORD IDord-a94456d23a6644b8be7ec79d5bc12c3b
Source noteuspto-grants-2009_12