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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023921Generated: October 29, 2026

Hydrochloric Acid → HCID 59191306, compound

https://huagongshe.com/reaction/1023921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 24785927HCID 24785927—
CatalystTetrahydrofuranHCID 8028—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59191306HCID 5919130688%

Reaction Steps

To a solution of 4-[(6-fluoropyridin-2-yl)oxy]-3-methoxy benzaldehyde (300 mg; 1.2 mmol) with trifluoro methyltrimethylsilane (228 μl; 1.46 mmol) in THF (3 ml) under argon at 0° C. was added a molar solution of TBAF in THF (10 μl; 0.012 mmol). The reaction mixture was allowed to stir at rt for 2 h and a molar aqueous solution of HCl was added dropwise (2.5 ml; 2.5 mmol). The reaction mixture was stirred for another 2 h. water and diethylether were added. The aqueous phase was further extracted (2×EtOAc). Combined organic phases were dried over MgSO4, concentrated in vacuo to afford the title compound as a white solid (333 mg; 1.05 mmol; 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722746B2
Source datasetuspto-grants-2014_05
ORD IDord-a1b7034001cd4bbea8875bc79ed7995b
Source noteuspto-grants-2014_05