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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930818Generated: October 26, 2026

Dichloromethane → Pyridine, 4,5-bis(chloromethyl)-2-(trifluoromethyl)-

https://huagongshe.com/reaction/1930818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantThionyl ChlorideHCID 24386—
Reactant6-(Trifluoromethyl)-3,4-pyridinedimethanolHCID 58687922—
ProductPyridine, 4,5-bis(chloromethyl)-2-(trifluoromethyl)-HCID 5775335366%

Reaction Steps

To a room temperature suspension of 2.5 mmol (5-Hydroxymethyl-2-trifluoromethyl-pyridin-4-yl)-methanol (CAS: 765298-25-7) in 3 ml dichloromethane was added dropwise 12.5 mmol thionylchloride. After 1 hour, the reaction mixture was evaporated in vacuo. The residue was dissolved in dichloromethane and washed with saturated sodium bicarbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by chromatography (SiO2, heptane/ethyl acetate) to yield the title compound as a light yellow oil (66% yield). MS (m/e): 243.0 (M−H, 100%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188139B2
Source datasetuspto-grants-2012_05
ORD IDord-27d43fdd2c214859a81ac22d9f395054
Source noteuspto-grants-2012_05