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 72546828 | HCID 72546828 | 48% |
Reaction Steps
Follows general procedure E: Ruphos palladacycle (4 mg, 0.0053 mmol), LHMDS (0.42 mL, 0.42 mmol), naphthalene (0.060 g, 0.21 mmol), THF (0.8 mL), and dimethylamine (0.16 mL, 0.32 mmol). The reaction mixture was heated at 85° C. for 1 h, turning the reaction mixture black. The crude product was purified by silica gel flash column chromatography (12 g silica cartridge, 0-15% ethyl acetate/hexanes) to yield the title compound as a dark yellow solid (0.030 g, 48%).
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-171f347c14294815952a970f450f3a30 |
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| Source note | uspto-grants-2015_09 |
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