Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368544Generated: October 26, 2026

Ammonium Chloride → HCID 178487497, compound

https://huagongshe.com/reaction/1368544

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant6-Bromo-1,2-dimethoxynaphthaleneHCID 589150—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178450295HCID 178450295—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 178487497HCID 17848749752.9%

Reaction Conditions

Temperature-78 °C

Reaction Steps

6-Bromo-1,2-dimethoxynaphthalene (2.10 g) was dissolved in THF (30 ml). The solution was cooled to −78° C. To the reaction mixture was added dropwise a solution of n-butyllithium in hexane (1.6M: 6 ml), and the mixture was stirred for 1 h. To the mixture was added a solution of 1-(1H-imidazol-4-yl)-2-methyl-1-propanone (0.367 g) in THF (10 ml), and the temperature of the mixture was elevated to room temperature. To the reaction mixture were added an aqueous solution of ammonium chloride and ethyl acetate, and the mixture was extracted with ethyl acetate. The organic layer was dried and concentrated. The obtained residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1) to give the titled compound (0.459 g) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06573289B1
Source datasetuspto-grants-2003_06
ORD IDord-7f620ca1afb248eb9c73d8e68facf8d3
Source noteuspto-grants-2003_06