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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252253Generated: October 31, 2026

Water → HCID 66857173, compound

https://huagongshe.com/reaction/252253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-3-methylthiopheneHCID 84314—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
CatalystHCID 178418397HCID 178418397—
Solventtert-Butyl methyl etherHCID 15413—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66857173HCID 66857173—

Reaction Steps

2-Bromo-3-methyl-thiophene (0.53 g, 3.00 mmol) was dissolved in 1,4-dioxane (35 ml) under an argon atmosphere. To this solution were added Pd(PPh3)4 (0.33 g, 0.28 mmol), 4-methoxyphenyl boronic acid (0.50 g, 3.30 mmol) and 2 M Na2CO3 (6 ml). The resultant mixture was stirred at 100° C. for 2 hours. The reaction was cooled to rt diluted with tert.butyl methyl ether and poured into water and extracted with tert.butyl methyl ether (2×). The combined organic extracts were washed with water, brine, dried (MgSO4.2H2O), filtered and concentrated under reduced pressure to yield a yellow oil that was purified over silica gel (n-heptane) to yield an oil: 0.32 g (48%), GC-MS: M=204.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868030B2
Source datasetuspto-grants-2011_01
ORD IDord-c481b284a23344389a55d2b966b7a69d
Source noteuspto-grants-2011_01