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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662397Generated: October 29, 2026

Thionyl Chloride → 4-(Chloromethyl)-2'-fluoro-5'-(methyloxy)-2-cyclooctyl-1,1'-biphenyl

https://huagongshe.com/reaction/1662397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(2-Cyclooctyl-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanolHCID 57706668—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-(Chloromethyl)-2'-fluoro-5'-(methyloxy)-2-cyclooctyl-1,1'-biphenylHCID 5770605195%

Reaction Steps

To a stirred solution of 66.16F (0.130 g, 0.4 mmol) in DCM (2.00 mL) and DMF (0.03 mL) at 0° C. was added thionyl chloride (0.06 mL, 0.8 mmol). The reaction was stirred at room temperature for 2 hours. After which, the reaction was concentrated in vacuo and the product was then purified on silica gel (0-10% EtOAc in hexanes) to yield 66.16G as a colorless oil (0.130 g, 95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-af167c8cf26a4fcc95f766f291c31fb7
Source noteuspto-grants-2011_10