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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429244Generated: October 29, 2026

Thionyl Chloride → [3,4-bis(difluoromethoxy)phenyl]-(2-bromo-5-pyridyl) chloromethane

https://huagongshe.com/reaction/429244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 10971303HCID 10971303—
SolventDichloromethaneHCID 6344—
Product[3,4-bis(difluoromethoxy)phenyl]-(2-bromo-5-pyridyl) chloromethaneHCID 11144147—

Reaction Steps

To a solution [3,4-Bis(difluoromethoxy)phenyl]-(6-bromo-3-pyridyl)methanol (15.8 g, 40.0 mmol) in 400 mL of CH2Cl2, was added 3.8 mL (52.0 mmol) of SOCl2. The solution was stirred 45 minutes at room temperature and poured into a saturated aqueous solution of NaHCO3. The aqueous layer was extracted with CH2Cl2 and the combined organic layers were dry over MgSO4 and concentrated under reduced pressure. The crude chloride was used directly for the next step without any purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316472B1
Source datasetuspto-grants-2001_11
ORD IDord-04b9e7d4b0b94594afa2eb78d2a30d9f
Source noteuspto-grants-2001_11