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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509766Generated: October 31, 2026

Triethylamine → HCID 58444590, compound

https://huagongshe.com/reaction/1509766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHCID 58444576HCID 58444576—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventToluene waterHCID 22272177—
ProductHCID 58444590HCID 58444590—

Reaction Steps

18.0 g (36.2 mmol) of 4-bromo-5-ethyl-2-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]tetrahydropyran are hydrogenated for 30 h at a hydrogen pressure of 5 bar and at 80° C. in toluene/water in the presence of Pd/C (5% of Pd) and 12.7 ml (88.1 mmol) of triethylamine. The organic phase is separated off and filtered absorptively (SiO2, toluene). The filtrate is concentrated to dryness, and the residue is recrystallised from ethanol at reduced temperature, giving 5-ethyl-2-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]tetrahydropyran as a colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211513B2
Source datasetuspto-grants-2012_07
ORD IDord-2b094232b48642f2a451f1a7b0685be9
Source noteuspto-grants-2012_07