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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1632028Generated: October 30, 2026

Triphenylphosphine → 3-Bromomethyl-3'-chloro-2-fluoro-6-methoxy-biphenyl

https://huagongshe.com/reaction/1632028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
Reactant(3'-Chloro-2-fluoro-6-methoxy-biphenyl-3-yl)-methanolHCID 57703788—
SolventDichloromethaneHCID 6344—
Product3-Bromomethyl-3'-chloro-2-fluoro-6-methoxy-biphenylHCID 5770370164%

Reaction Conditions

Temperature0 °C

Reaction Steps

Into a 250 mL round bottom flask was added (3′-Chloro-2-fluoro-6-methoxy-biphenyl-3-yl)-methanol synthesized above (1.21 g, 4.54 mmol), dichloromethane (20 mL), PPh3 (1.19 g, 4.54 mmol), and the solution was cooled to 0° C. NBS (0.81 g, 4.54 mmol) was added and the reaction stirred for 2 hours at 0° C. The organics were washed with H2O and concentrated. The residue was purified by flash column chromatography eluting with 8% ethyl acetate/hexanes to give 3-bromomethyl-3′-chloro-2-fluoro-6-methoxy-biphenyl (I-33, 956 mg, 64%) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791267B2
Source datasetuspto-grants-2014_07
ORD IDord-a727f74f25394562bc20bb60fa691d40
Source noteuspto-grants-2014_07