Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzocaine | HCID 2337 | — |
| Reactant | HCID 22218275 | HCID 22218275 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 69659124 | HCID 69659124 | 15% |
Reaction Steps
General Procedure P A solution of 6-bromo-7-n-hexyloxy-1,1,4-trimethyl-1,2-dihydronaphthalene (Compound 99, 0.31 g, 0.9 mmol), PdCl2(dppf)(0.070 g, 0.09 mmol), dppf (0.050 g, 0.09 mmol), NaOtBu (0.12 g, 1.3 mmol), ethyl 4-aminobenzoate (0.22 g, 1.35 mmol) and 5 mL of toluene was flushed with argon for 10 min, then stirred at 110° C. in a sealed tube for 5 d. After the reaction mixture was cooled to room temperature, the solvent was removed, and the residue was purified by flash column chromatography (hexane:ethyl acetate=4:1) to give 0.058 g (15%) of the title compound as a yellowish oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07026487B2 |
|---|
| Source dataset | uspto-grants-2006_04 |
|---|
| ORD ID | ord-2d67b4b7d54a4fc9bb5fd2743756febe |
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| Source note | uspto-grants-2006_04 |
|---|
