Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzocaine | HCID 2337 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 59096158 | HCID 59096158 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 22218329 | HCID 22218329 | 81.1% |
Reaction Steps
General Procedure H A solution of trifluoromethanesulfonic acid 3,5,8,8-tetramethyl-7,8-dihydronaphthalen-2-yl ester (Compound 35, 0.41 g, 1.2 mmol), Pd(OAc)2 (0.027 g, 0.12 mmol), BINAP (0.11 g, 0.18 mmol), Cs2CO3 (0.56 g, 1.72 mmol), ethyl 4-aminobenzoate (0.25 g, 1.5 mmol) and 5 mL of toluene was flushed with argon for 10 min, then stirred at 100° C. in a sealed tube for 48 h. After the reaction mixture had been cooled to room temperature, the solvent was removed, and the residue was purified by flash column (hexane:ethyl acetate=4:1) to give 0.34 g (80%) of the title compound as a yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07026487B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-49fe5bfe9da5431eb0fc684c84adf8b4 |
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| Source note | uspto-grants-2006_04 |
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