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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886254Generated: November 1, 2026

2-Bromo-6-methoxynaphthalene → HCID 19877637, compound

https://huagongshe.com/reaction/1886254

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-6-methoxynaphthaleneHCID 78786—
ReactantMethyl 5-hexynoateHCID 534077—
ReactantCalcium hydrideHCID 3033859—
SolventDiethylamineHCID 8021—
ProductHCID 19877637HCID 19877637—

Reaction Steps

Into a solution of 2.51 g (9.2 mmol) of 6-methoxy-2-naphthyl bromide in 31 ml of diethylamine distilled with calcium hydride were charged 324 mg (0.46 mmol) of bistriphenylphosphine palladium dichloride and 192 mg of cupric iodide (1.01 mmol), followed by stirring. To the mixture was gradually added 1.06 g (9.4 mmol) of methyl 5-hexynoate, and the mixture was stirred at room temperature overnight (about 15 hours). Diethylamine was evaporated under a reduced pressure, to the residue were added ethyl acetate and water, and the mixture was extracted with ethyl acetate. Anhydrous magnesium sulfate was introduced into the organic layer for drying.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05149859
Source datasetuspto-grants-1992_09
ORD IDord-c33bdde671b14d7eb592b6168e06a5f6
Source noteuspto-grants-1992_09