HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910165Generated: October 26, 2026
Triethylamine → Methyl 2-(3-phenoxypropenyl)benzoate
https://huagongshe.com/reaction/910165
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 2-bromobenzoate | HCID 11894 | — |
| Reactant | Allyl phenyl ether | HCID 74458 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 2-(3-phenoxypropenyl)benzoate | HCID 67414986 | 15% |
Reaction Steps
To a solution of methyl 2-bromobenzoate (0.206 g, 0.96 mmol) in acetonitrile (3 ml) were added allyl phenyl ether (0.65 ml, 1.09 mmol), tri-o-tolylphosphine (0.014 g, 0.045 mmol), palladium acetate (0.006 g, 0.027 mmol) and triethylamine (0.16 ml, 1.15 mmol), and the mixture was stirred at 100° C. for 4 hr. The reaction mixture was filtered through celite, and ethyl acetate was added to the filtrate. The mixture was washed with water, and the organic layer was dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to give methyl 2-(3-phenoxypropenyl)benzoate (0.037 g, 0.14 mmol, yield 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022072B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-45378c4ce122417bb71aeb5c581c49a2 |
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| Source note | uspto-grants-2011_09 |
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