HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Methyl 3-(4-((2'-ethoxybiphenyl-3-yl)methoxy)phenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2-Ethoxyphenyl)boronic acid | HCID 2734902 | — |
| Reactant | Methyl 4-[(3-bromophenyl)methoxy]benzenepropanoate | HCID 23136270 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-(4-((2'-ethoxybiphenyl-3-yl)methoxy)phenyl)propanoate | HCID 23083192 | 63% |
Reaction Steps
A mixture of methyl 3-[4-[(3-bromobenzyl)oxy]phenyl]propanoate (0.30 g, 0.86 mmol), 2-ethoxyphenylboronic acid (0.16 g, 0.95 mmol), tetrakistriphenylphosphine palladium (40 mg, 0.034 mmol), 2N potassium carbonate aqueous solution (0.3 mL), ethanol (0.3 mL) and toluene (3 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/ethyl acetate=10/1-2/1) to give methyl 3-(4-((2′-ethoxybiphenyl-3-yl)methoxy)phenyl)propanoate (0.21 g, 63%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960369B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-a3f0659dc5fd4a16ba8c2dbd58ae8010 |
| Source note | uspto-grants-2011_06 |