HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23082997, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromo-1,3-diethylbenzene | HCID 522160 | — |
| Reactant | 3-Formylphenylboronic acid | HCID 2734356 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23082997 | HCID 23082997 | 81% |
Reaction Steps
A mixture of 1,3-diethyl-2-bromobenzene (3.87 g, 18.2 mmol), 3-formylphenylboronic acid (3.0 g, 20.0 mmol), tetrakistriphenylphosphinepalladium (0.84 g, 0.73 mmol), sodium carbonate (5.79 g, 54.6 mmol), water (20 mL), ethanol (20 mL) and toluene (200 mL) was heated under reflux overnight under an argon atmosphere. The reaction mixture was cooled, diluted with ethyl acetate, washed with water, dried, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-hexane/ethyl acetate=5/1) to give the title compound (3.48 g, yield 81%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960369B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-1f7b0d0f718e4b3bb2090e401b447b45 |
| Source note | uspto-grants-2011_06 |