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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384401Generated: October 30, 2026

Sodium Carbonate → HCID 57483849, compound

https://huagongshe.com/reaction/384401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 5-bromo-2-methylfuran-3-carboxylateHCID 15534190—
Reactant2-(2-Methoxy-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 57483800—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57483849HCID 5748384975.4%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367710B2
Source datasetuspto-grants-2013_02
ORD IDord-52eb74cdd4f645b9ac759b90d17fc7ed
Source noteuspto-grants-2013_02