HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384401Generated: October 30, 2026
Sodium Carbonate → HCID 57483849, compound
https://huagongshe.com/reaction/384401
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl 5-bromo-2-methylfuran-3-carboxylate | HCID 15534190 | — |
| Reactant | 2-(2-Methoxy-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 57483800 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57483849 | HCID 57483849 | 75.4% |
Reaction Steps
5-Bromo-2-methyl-furan-3-carboxylic acid methyl ester 53a (0.65 g, 3.0 mmol) and 2-(2-methoxy-3-nitro-phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 6a (1.0 g, 3.58 mmol) were dissolved in 1,4-dioxane (15 mL) followed by addition of tetrakis(triphenylphosphine)palladium (173 mg, 0.15 mmol) and sodium carbonate (636 mg, 6.0 mmol). The reaction mixture was heated to reflux at 100° C. for 3 hours. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was cooled and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound 5-(2-methoxy-3-nitro-phenyl)-2-methyl-furan-3-carboxylic acid methyl ester 53b (659 mg, yield 75%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367710B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-52eb74cdd4f645b9ac759b90d17fc7ed |
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| Source note | uspto-grants-2013_02 |
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