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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602787Generated: November 1, 2026

Water → 2-Methoxy-4-nitro-1,1'-biphenyl

https://huagongshe.com/reaction/1602787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant2-Bromo-5-nitroanisoleHCID 101293—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthyl AcetateHCID 8857—
Product2-Methoxy-4-nitro-1,1'-biphenylHCID 14774837—

Reaction Steps

50 ml of a 2M aqueous solution of sodium carbonate is added to a solution containing 12 g of 2-bromo 5-nitro anisole, 8.2 g of phenylboronic acid and 1.2 g of tetra(triphenylphosphine) palladium. The whole is heated under reflux for 7 hours, under vigorous agitation. The reaction medium is left to return to 20° C., it is poured into water and extraction is carried out with ethyl acetate. The organic phases are collected, dried and evaporated under reduced pressure. The product obtained is chromatographed on silica, eluting with a heptane-isopropyl ether mixture (9-1) and in this way 11.4 g of sought product is obtained, melting at 71° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05985853
Source datasetuspto-grants-1999_11
ORD IDord-d8621e3bc58a4fdd98ebcfeedcc96437
Source noteuspto-grants-1999_11