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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921312Generated: October 31, 2026

Potassium Phosphate, Tribasic → 4-(Dimethylphosphoryl)-2-fluoroaniline

https://huagongshe.com/reaction/921312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Bromo-2-fluoroanilineHCID 123050—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantmethylphosphonoylmethaneHCID 178503022—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Product4-(Dimethylphosphoryl)-2-fluoroanilineHCID 6705268020%

Reaction Steps

To a solution of 4-bromo-2-fluoroaniline (0.380 g, 2.00 mmol) in 8 mL DMF was added dimethylphosphine oxide (0.171 g, 2.20 mmol), palladium acetate (22.4 mg, 0.0100 mmol), XANTPHOS (69.4 mg, 0.120 mmol), and potassium phosphate (0.467 g, 2.20 mmol). The mixture was purged with nitrogen, and subjected to microwaves at 150° C. for 20 minutes. The reaction mixture was concentrated and purified by silica gel chromatography (0-20% 7N ammonia in methanol:dichloromethane) to afford the desired product (73.5 mg, 20% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273077B2
Source datasetuspto-grants-2016_03
ORD IDord-5e583c4874cc40fd924b5f88f1277c71
Source noteuspto-grants-2016_03