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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229254Generated: October 31, 2026

Hydrochloric Acid → 6-Methoxy-2-naphthaldehyde

https://huagongshe.com/reaction/2229254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
Reactant2-Bromo-6-methoxynaphthaleneHCID 78786—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product6-Methoxy-2-naphthaldehydeHCID 76991—

Reaction Steps

n-BuLi in hexane (1.59M, 125 ml) was added dropwise to a solution of 2-bromo-6-methoxynaphthalene (42.27 g) in THF (600 ml) at −78° C. and was stirred at −78+ C. for 30 minutes. To the mixture was added DMF (28 ml), and the whole was allowed to warm to room temperature. The reaction mixture was acidified with HCl and extracted with ethyl acetate. The extract was dried and concentrated to give the titled compound (32.31 g) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420375B1
Source datasetuspto-grants-2002_07
ORD IDord-4a1b43a030084a2b98742d0a4acc722e
Source noteuspto-grants-2002_07