HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266931Generated: October 31, 2026
2-Methyl-1-naphthylamine → HCID 58114881, compound
https://huagongshe.com/reaction/2266931
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2-Methyl-1-naphthylamine | HCID 16733 | — |
| Reactant | 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl | HCID 2734217 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 58114889 | HCID 58114889 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 58114881 | HCID 58114881 | — |
Reaction Steps
A mixture of 8-bromo-2-(1-naphthyl)quinoline (3.25 g, 9.7 mmol), 2-methyl-1-naphthalenamine (1.76 g, 11.2 mmol), Pd(dba)2 (0.12 g, 0.2 mmol), L=(N-[2′-(dicyclohexylphosphino)[1,1′-biphenyl]-2-yl]-N,N-dimethylamine (0.15 g, 0.4 mmol), NaOtBu (1.15 g, 12 mmol) and toluene (20 mL) is stirred for 8 h under an argon atmosphere at 100° C. in oil bath. The mixture is then poured into water and extracted with benzene (3×40 mL). The combined organic phases are washed with water and brine and then concentrated. The residue is purified by column chromatography (silica gel 40, hexane/toluene 4:1). Yield 3.1 g (78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858718B1 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-ccdbbac95b574b1db30858ebee76c074 |
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| Source note | uspto-grants-2010_12 |
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