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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1581477Generated: November 4, 2026

Sodium Carbonate → HCID 22721628, compound

https://huagongshe.com/reaction/1581477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 19007564HCID 19007564—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 22721628HCID 2272162867%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 7-bromo-4-methoxy-benzo[b]thiophene-2-carboxylic acid methyl ester (5 g, 16.6 mmol) with bis(triphenylphosphine)palladium (II) chloride (350 mg, 0.496 mmol, 0.03 eq.) and K2CO3 (4.88 g, 49.8 mmol, 3 eq.) under argon in dioxane (40 ml) at 20° C. was stirred for 60 minutes. Phenylboronic acid (2.16 g, 17.4 mmol, 1.05 eq.) and 2N Na2CO3 (80 ml) was then added and the mixture heated to 100° C. overnight. After cooling, filtration and acidification to pH 1 with aq. HCl the product precipitated and was filtered off and dried under vacuum at 50° C. to afford the title compound (3.16 g, 67% yield) as a light brown solid. MS m/z=282.9 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06730670B2
Source datasetuspto-grants-2004_05
ORD IDord-6241b40a182d4d24ba8982e30fc2da75
Source noteuspto-grants-2004_05