Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Naphthalene | HCID 931 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Catalyst | HCID 66572931 | HCID 66572931 | — |
| Product | HCID 72547092 | HCID 72547092 | 25% |
Reaction Steps
Follows general procedure E: Ruphos palladacycle (2 mg, 0.0027 mmol), LHMDS (0.18 mL, 0.18 mmol), naphthalene (0.019 g, 0.088 mmol), THF (0.30 mL), and dimethylamine (0.13 mL, 0.26 mmol). The reaction mixture was heated at 85° C. for 1 h, turning the reaction mixture brown over time. The crude product was purified by silica gel flash column chromatography (1.5 cm, 10% ethyl acetate/hexanes) to yield the title compound as a light brown solid (5 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133234B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-7519d09a567d414facb460b5a0728c5d |
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| Source note | uspto-grants-2015_09 |
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