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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332576Generated: October 25, 2026

Triphenylphosphine → 4-Bromomethyl-2-(3-chloro-phenoxy)-1-methoxy-benzene

https://huagongshe.com/reaction/332576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
Reactant[3-(3-Chloro-phenoxy)-4-methoxy-phenyl]-methanolHCID 57701122—
SolventDichloromethaneHCID 6344—
Product4-Bromomethyl-2-(3-chloro-phenoxy)-1-methoxy-benzeneHCID 5770113091.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-(3-chloro-phenoxy)-4-methoxy-phenyl]-methanol (13) (315 mg, 1.2 mmol) and triphenylphosphine (390 mg, 1.5 mmol) in methylene chloride (5 ml) was added NBS (0.250 mg, 1.4 mmol) in portions at 0° C. under nitrogen. After 10 min of stirring at 0° C., the mixture was allowed to warm to room temperature, and continued to stir for 16 h. After the solvent was removed, the residue was purified by silica gel column chromatography with ether/hexane as eluent to give 360 mg (85% yield) of product (14).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877816B2
Source datasetuspto-grants-2014_11
ORD IDord-8c044c98209c4847b1ab1c78200d10ff
Source noteuspto-grants-2014_11