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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921395Generated: October 30, 2026

Potassium Phosphate, Tribasic → 5-(Dimethylphosphoryl)-2-methoxyaniline

https://huagongshe.com/reaction/921395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Bromo-2-methoxyanilineHCID 3585328—
ReactantmethylphosphonoylmethaneHCID 178503022—
Catalystpalladium(II) acetateHCID 167845—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
SolventDimethylformamideHCID 6228—
Product5-(Dimethylphosphoryl)-2-methoxyanilineHCID 6705265791.6%

Reaction Steps

To a solution of 5-bromo-2-methoxyaniline (0.404 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 (0.365 g, 85% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273077B2
Source datasetuspto-grants-2016_03
ORD IDord-902603c6358e41f0bbf8ddaad74c8078
Source noteuspto-grants-2016_03