HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 23157183, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-1-indanone | HCID 520695 | — |
| Reactant | 2,6-Dimethylphenylboronic acid | HCID 583322 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23157183 | HCID 23157183 | 54.3% |
Reaction Steps
A mixture of 5-bromoindan-1-one (1.20 g, 5.69 mmol), 2,6-dimethylphenylboronic acid (1.02 g, 6.82 mmol), tetrakis(triphenylphosphine)palladium(0) (328 mg, 0.285 mmol), sodium carbonate (1.81 g, 17.1 mmol), methanol (8 mL), water (8 mL) and toluene (25 mL) was heated under reflux overnight under an argon atmosphere. After cooling, the reaction mixture was diluted with ethyl acetate, washed with water, dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (5%-50% ethyl acetate/hexane) to give the title compound (0.73 g, yield 54%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786165B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-3c5bcd73e1304f3ea4777a7944246c99 |
| Source note | uspto-grants-2010_08 |