HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1634866Generated: October 26, 2026
Toluene → Ethyl 2-(3,4,5-trimethoxyphenyl)benzoate
https://huagongshe.com/reaction/1634866
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ethyl 2-bromobenzoate | HCID 80186 | — |
| Reactant | 3,4,5-Trimethoxybenzeneboronic acid | HCID 2734390 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 2-(3,4,5-trimethoxyphenyl)benzoate | HCID 22558004 | — |
Reaction Steps
3,4,5-Trimethoxyphenylboronic acid (639 mg) and ethyl 2-bromobenzoate (479 mg) were suspended in a mixed solvent of toluene (20 mL) and THF (15 mL), and to the suspension 2M sodium carbonate (6 mL) and tetrakis (triphenylphosphine) palladium(0) (175 mg) were added. The mixture was stirred overnight at 90° C. under an argon atmosphere. Ethyl acetate was added to the reaction mixture to separate an organic layer. The organic layer was washed with saturated brine, dried over anhydrous sodium magnesium and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06509329B1 |
|---|
| Source dataset | uspto-grants-2003_01 |
|---|
| ORD ID | ord-890f39c2eb0a474ba8bcd61c2ac3c28b |
|---|
| Source note | uspto-grants-2003_01 |
|---|