Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472102Generated: November 2, 2026

Potassium Phosphate, Tribasic → (3-Methoxy-4-nitrophenyl)(dimethyl)phosphane oxide

https://huagongshe.com/reaction/1472102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Chloro-2-nitroanisoleHCID 81110—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantmethylphosphonoylmethaneHCID 178503022—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Product(3-Methoxy-4-nitrophenyl)(dimethyl)phosphane oxideHCID 6705271230%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 5-Chloro-2-nitroanisole (0.5 g, 2.67 mmol) in 5 mL of DMF was added dimethylphosphine oxide (0.229 g, 2.93 mmol), palladium acetate (30 mg, 0.13 mmol), XANTPHOS (0.092 g, 0.16 mmol) and potassium phosphate (0.623 g, 2.93 mmol). The mixture was purged with argon, and heated at 120° C. for 1811. The reaction mixture was basified with saturated sodium bicarbonate solution, and extracted with ethyl acetate. The organic layer was concentrated and purified by prep-HPLC to give the final product (0.16 g, 30% yield). MS/ES+: m/z=229.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012462B2
Source datasetuspto-grants-2015_04
ORD IDord-26b69f2b71da4e8c8c9f199bfd831790
Source noteuspto-grants-2015_04