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 72547093 | HCID 72547093 | 77% |
Reaction Steps
Follows general procedure E: Ruphos palladacycle (1.5 mg, 0.0020 mmol), LHMDS (0.15 mL, 0.15 mmol), naphthalene (0.016 g, 0.074 mmol), THF (0.30 mL), and dimethylamine (0.11 mL, 0.22 mmol). The reaction mixture was heated at 85° C. for 2.5 h, turning the reaction mixture dark brown over time. The crude product was purified by silica gel flash column chromatography (1.5 cm, 5% ethyl acetate/hexanes) to yield the title compound as a yellow solid (13 mg, 77%).
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-1803cf0716164d47ab0c7bb50c8a20ec |
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| Source note | uspto-grants-2015_09 |
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