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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586589Generated: October 27, 2026

Phosphorus oxide (P4O10) → Metrafenone

https://huagongshe.com/reaction/1586589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxide (P4O10)HCID 14812—
Reactant3,4,5-TrimethoxytolueneHCID 80922—
Reactant3-Bromo-6-methoxy-2-methylbenzoic acidHCID 2752992—
SolventDichloromethaneHCID 6344—
ProductMetrafenoneHCID 6451057—

Reaction Steps

A mixture of 6B (24 g, 10 mmol), 3,4,5-trimethoxytoluene (1.82 g; 10 mmol), P2O5 (10.0 g) and dichloromethane (150 ml) is stirred at room temperature for 16 hours. Subsequently, the dichloromethane is distilled off and the residue is diluted with ethyl acetate. The organic phase is washed with water and concentrated. The residue is purified by column chromatography (petrol ether: ethyl acetate, 8:2 v/v) and recrystallized from diisopropylether. The solid material is collected by vacuum filtration, washed with cold petrol ethers:diisopropylether (1:1 v/v) and dried, yielding white crystals, 2.2 g (54% ), mp 89-91° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05945567
Source datasetuspto-grants-1999_08
ORD IDord-898b21864d70457c83225e1eb4875f1f
Source noteuspto-grants-1999_08