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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206830Generated: October 28, 2026

Sodium Carbonate → HCID 67775933, compound

https://huagongshe.com/reaction/2206830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Bromo-2-fluorobenzeneHCID 61259—
Reactant3-Methoxynaphthalene-2-boronic acidHCID 10888952—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 67775933HCID 6777593375%

Reaction Steps

In the atmosphere of argon, 14.3 g of 3-methoxynaphthalene-2-boronic acid, 12.4 g of 2-fluorobromobenzene, 1.64 g of tetrakistriphenylphosphine palladium (0), 220 mL of 1,2-dimethoxyethane, 110 mL of a 2M aqueous solution of sodium carbonate were placed in a flask, and the resulting mixture was stirred with heating under reflux for 8 hours. After cooling to room temperature, the reaction solution was extracted with toluene. An aqueous phase was removed, and then an organic phase was washed with saturated saline. The organic phase was dried with magnesium sulfate and then concentrated. Residues were purified by silica gel column chromatography, whereby 13.4 g (yield: 75%) of 2-methoxy-3-(2-fluorophenyl)naphthalene was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09373792B2
Source datasetuspto-grants-2016_06
ORD IDord-d2e51db1c4574431a38eab6aa990117e
Source noteuspto-grants-2016_06