HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 11713386, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Aminophenylboronic acid | HCID 92269 | — |
| Reactant | HCID 57545194 | HCID 57545194 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 11713386 | HCID 11713386 | — |
Reaction Steps
51.1 mg (0.10 mmol) of (1R*,3S*,3aR*,8bS*)-3a-(4-bromophenyl)-6,8-diethoxy-3-phenyl-2,3,3a,8b-tetrahydrocyclopenta[b]benzofuran-1,8b-(1H)-diol (Example 8A), 15.5 mg (0.10 mmol) of 3-aminophenyl boronic acid, 10.6 mg (0.10 mmol) of sodium carbonate and 5.8 mg (0.005 mmol) of tetrakis(triphenylphosphine)palladium(0) are heated in a mixture of 0.1 ml of water and 0.5 ml of dioxane at 80° C. under argon overnight. The mixture is then diluted with DMSO and filtered, and the filtrate is purified by preparative HPLC. 17.4 mg (25% of theory) of the product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030347B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-e2768dd08945431b8d8ba7809165f9fa |
| Source note | uspto-grants-2011_10 |