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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984706Generated: October 23, 2026

Dimethyl Sulfate → HCID 300058, compound

https://huagongshe.com/en/reaction/984706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-6-bromonaphthaleneHCID 348404—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 300058HCID 300058—

Reaction Steps

A solution of 2-amino-6-bromonaphthalene (2.0 g) in 1,4-dioxane (30 ml) was added dropwise with dimethyl sulfate (1300 μl) and stirred at room temperature for 46 hours. The reaction mixture was added with ethyl acetate (90 ml) and then added with 1 N aqueous sodium hydroxide (5 ml). This mixture was extracted with ethyl acetate (150 ml×3). The organic layer was washed with saturated brine and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane:ethyl acetate=15:1) to obtain the title compound (Intermediate 27, 152 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867320B2
Source datasetuspto-grants-2005_03
ORD IDord-ab1d99d0d5f54fb4980e8525c0c08449
Source noteuspto-grants-2005_03