HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368544Generated: October 26, 2026
Ammonium Chloride → HCID 178487497, compound
https://huagongshe.com/reaction/1368544
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 6-Bromo-1,2-dimethoxynaphthalene | HCID 589150 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Reactant | HCID 178450295 | HCID 178450295 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178487497 | HCID 178487497 | 52.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06573289B1 |
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| Source dataset | uspto-grants-2003_06 |
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| ORD ID | ord-7f620ca1afb248eb9c73d8e68facf8d3 |
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| Source note | uspto-grants-2003_06 |
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