Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 69809321 | HCID 69809321 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 69812398 | HCID 69812398 | 68% |
Reaction Steps
To a solution of (C3) in dry toluene (0.28 M) was added sodium tert-butoxide (1.5 eq.), followed by dppf (0.075 eq.) and Pd(OAc)2 (5% mol). The reaction mixture was heated to 80° C. for 35 min. After cooling down, the reaction mixture was directly loaded to a silica gel column and purified by flash column chromatography on silica (EtOAc/Petroleum ether 1:9) to yield (68%) the title compound as yellow powder. 1H NMR (300 MHz, CDCl3, 300K) δ 8.59 (1H, s), 8.07 (2H, d, J=8.7 Hz), 7.83 (2H, d, J=8.5 Hz), 7.64 (1H, d, J=8.7 Hz), 7.32-7.28 (1H, m), 7.05-7.03 (1H, m), 4.99 (2H, s), 0.96 (9H, s), 0.13 (6H, s). MS (ES+)C21H25N3OSi required: 363, found: 364 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362030B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-c1dc09326fce44a58a72d958dad6d17c |
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| Source note | uspto-grants-2013_01 |
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