HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662311Generated: October 30, 2026
Cesium fluoride → Methyl 3-(3-(((2-methyl-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoate
https://huagongshe.com/reaction/1662311
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | (3-Methoxyphenyl)boronic acid | HCID 2734370 | — |
| Reactant | Methyl 3-(3-(((4-bromo-3-methylphenyl)methyl)oxy)phenyl)propanoate | HCID 57705740 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | Methyl 3-(3-(((2-methyl-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoate | HCID 57705995 | 82.9% |
Reaction Steps
To a 2 dram vial charged with methyl ester 1.3 (0.0700 g, 0.193 mmol), tetrakis(triphenylphosphine)palladium (0) (0.0445 g, 0.0385 mmol), cesium fluoride (0.0356 mL, 0.964 mmol), and 3-methoxyphenylboronic acid (available from Aldrich) (0.0878 g, 0.578 mmol), was added DME (1 mL). The resulting mixture was then heated at 85° C. overnight. The reaction was allowed to cool and then filtered and concentrated. The crude product was purified by combiflash (0 to 20% EtOAc/hexanes) yielding 1.4 (0.0624 g, 82.9% yield). MS ESI (pos.) m/e: 391.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08030354B2 |
|---|
| Source dataset | uspto-grants-2011_10 |
|---|
| ORD ID | ord-9ab292c40266432a8fbf6f7a8cb87804 |
|---|
| Source note | uspto-grants-2011_10 |
|---|