HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62842Generated: October 25, 2026
Methyl Acrylate → (E)-3-(4-benzyloxy-3-fluoro-phenyl)-acrylic acid methyl ester
https://huagongshe.com/reaction/62842
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | 1-(Benzyloxy)-4-bromo-2-fluorobenzene | HCID 18757491 | — |
| Reactant | Tri-t-butylphosphine fluoroborate | HCID 44558591 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (E)-3-(4-benzyloxy-3-fluoro-phenyl)-acrylic acid methyl ester | HCID 90118296 | 22% |
Reaction Steps
1-Benzyloxy-4-bromo-2-fluoro-benzene (1.62 g, 5.7 mmol) obtained in Step A was added with methyl acrylate (1 mL), 1,4-dioxane (19 mL), Pd2(dba)3(0.1 g, 0.11 mmol), TEA (1.6 mL, 11.4 mmol) and tri-t-butylphosphine tetrafluoroborate (0.16 g, 0.57 mmol), and the mixture was stirred at 100° C. for 6 hours. The reactant was filtered by using celite, and the filtrate was washed with EtOAc and purified by column chromatography to obtain the title compound (0.37 g, 22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09447044B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-2b392dbbc5af4db7ac645857e703b8bf |
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| Source note | uspto-grants-2016_09 |
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