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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634383Generated: November 1, 2026

Dichloromethane → 3-(Bromomethyl)-4-(2-fluorophenyl)-1H-isochromen-1-one

https://huagongshe.com/reaction/634383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant4-(2-Fluorophenyl)-3-(hydroxymethyl)-1H-isochromen-1-oneHCID 118131358—
SolventMethanolHCID 887—
Product3-(Bromomethyl)-4-(2-fluorophenyl)-1H-isochromen-1-oneHCID 11813127375%

Reaction Steps

Triphenylphosphine (0.127 g, 0.488 mmol)) was added to a solution of 4-(2-fluorophenyl)-3-(hydroxymethyl)-1H-isochromen-1-one (intermediate B4, 40 mg, 0.148 mmol) and perbromomethane (0.161 g, 0.488 mmol) in DCM (0.7 ml, 57.5 mmol), and the resulting mixture was stirred at RT for 24 hrs. The reaction was taken up with MeOH then concentrated under reduced pressure. The crude was purified over a Biotage Silica 10 g SNAP cartridge with a gradient of hexane and EtOAc to give the title compound (37 mg, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-054bf81ecc5e49be84520df377826cd7
Source noteuspto-grants-2016_04