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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517965Generated: November 1, 2026

3-Pyridinemethanol → HCID 67294174, compound

https://huagongshe.com/reaction/517965

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PyridinemethanolHCID 7510—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactanto-Cresol, 4-bromo-alpha,alpha,alpha-trifluoro-HCID 142784—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67294174HCID 67294174137.9%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a suspension of 4-bromo-2-(trifluoromethyl)phenol (8.00 g) in 1,4-dioxane (100 ml), triphenylphosphine (10.99 g) and 3-pyridylcarbinol (3.88 g) were added. Then diisopropyl azodicarboxylate (8.93 g) was dropwised and stirred at 20° C. for 18 h. The mixture was evaporated off the solvent, diethyl ether (100 ml) and iso-hexane (25 ml) were added and stirred at 20° C. for 2 h, stood for 3 days, filtered and washed with diethyl ether and iso-hexane. The filtrate was concentrated and purified by Biotage SNAP cartridge KP-Sil column (100 g, heptane:ethyl acetate=1:0, 2:1 to 1:1) to give 15.2 g light yellow solid as 3-((4-bromo-2-(trifluoromethyl)phenoxy)-methyl)pyridine (70% purity).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115126B2
Source datasetuspto-grants-2015_08
ORD IDord-000f6edabdad4aa5b5fabb8af3efba7f
Source noteuspto-grants-2015_08