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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475754Generated: October 31, 2026

Toluene → HCID 70872198, compound

https://huagongshe.com/reaction/1475754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 3-bromo-4-methoxybenzoateHCID 611662—
Reactant3-Fluoro-4-methoxyphenylboronic acidHCID 2782194—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
ProductHCID 70872198HCID 7087219884.4%

Reaction Steps

3-Bromo-4-methoxybenzoic acid methyl ester (500 mg, 2.04 mmol), 3-fluoro-4-methoxyphenylboronic acid (381 mg, 2.24 mmol), Tetrakis(triphenylphosphine)-palladium(0) (117 mmol, 0.10 mmol), and sodium bicarbonate (514 mg, 6.12 mmol) were partitioned between toluene (5 ml) and water (5 ml) and stirred in reflux for 36 hours. The mixture was partitioned between ethyl acetate and water, the combined organic extracts were dried over sodium sulfate and evaporated to dryness. The raw material was purified by silica gel chromatography with a heptane/ethyl acetate gradient. to yield the title compound (500 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018383B2
Source datasetuspto-grants-2015_04
ORD IDord-0de7f2f47d864ffe9c7225c88887b3ff
Source noteuspto-grants-2015_04