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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726978Generated: November 2, 2026

Thionyl Chloride → [Rac]-3-(1-chloro-propyl)-2-methyl-6-(3-trifluoromethyl-phenyl)-pyridine

https://huagongshe.com/reaction/1726978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant[Rac]-1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propan-1-olHCID 69039637—
SolventDichloromethaneHCID 6344—
Product[Rac]-3-(1-chloro-propyl)-2-methyl-6-(3-trifluoromethyl-phenyl)-pyridineHCID 21935878—

Reaction Steps

0.468 g (1.58 mmol) of the above prepared [rac]-1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propan-1-ol was dissolved in 7.6 ml of CH2Cl2 and treated dropwise at 0° C. with 0.23 ml (2 eq.) of SOCl2. The reaction mixture was kept at 0° C. for 5 Min. and at RT for 30 Min. Pouring onto crashed ice/NaHCO3, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents yielded 0.496 g of pure title compound as light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495001B2
Source datasetuspto-grants-2009_02
ORD IDord-32409e856f914895b87c233328d81544
Source noteuspto-grants-2009_02