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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921455Generated: October 31, 2026

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

https://huagongshe.com/reaction/921455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Bromo-2-ethylanilineHCID 2801283—
ReactantmethylphosphonoylmethaneHCID 178503022—
Catalystpalladium(II) acetateHCID 167845—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
SolventDimethylformamideHCID 6228—
Product4-(Dimethylphosphoryl)-2-ethylanilineHCID 6705267978.1%

Reaction Steps

To a solution of 4-bromo-2-ethylaniline (0.400 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 (0.308 g, 78% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273077B2
Source datasetuspto-grants-2016_03
ORD IDord-001e71fc6b3049768874ec466488010c
Source noteuspto-grants-2016_03