HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629424Generated: October 27, 2026
Sodium Carbonate → 2-fluoro-N-methyl-4-vinylbenzamide
https://huagongshe.com/reaction/629424
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 5233012 | — |
| Reactant | Benzamide, 4-bromo-2-fluoro-N-methyl- | HCID 24694329 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-fluoro-N-methyl-4-vinylbenzamide | HCID 118468329 | 119.8% |
Reaction Steps
A mixture of 4-bromo-2-fluoro-N-methylbenzamide (0.80 g), vinylboronic acid pinacol cyclic ester (0.80 g) and 2M aqueous sodium carbonate solution (3.45 mL) in DME (17.3 mL) was argon-purged. Bis(triphenylphosphine)palladium(II) dichloride (0.12 g) was added thereto, and the mixture was stirred overnight at 80° C. The reaction solution was diluted with ethyl acetate, and the mixture was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was subjected to short silica gel column chromatography, and the solvent was evaporated under reduced pressure to give the title compound (0.74 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09315458B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-2f010bc452bc4c7d8d98891fce9354b7 |
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| Source note | uspto-grants-2016_04 |
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