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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325193Generated: October 31, 2026

Sodium Carbonate → HCID 22002655, compound

https://huagongshe.com/reaction/325193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(Methylthio)phenylboronic acidHCID 2733959—
ReactantHCID 86756644HCID 86756644—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22002655HCID 2200265590.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of the triflate (550 mg, 1.58 mmol) from step 2 in THF (10 ml) and boronic acid from step 3 (318 mg, 1.90 mmol) was added an aq. solution of Na2CO3 (2.0M, 3.16 mmol, 1.60 ml) and Pd(PPh3)4 (91 mg, 0.079 mmol). The mixture was heated for 2 h at 70° C., cooled and poured into sat. aq. NH4Cl. The aq. layer was extracted with Et2O and the combined org. layers were dried over MgSO4. Purification via flash chromatography (20% EtOAc in hexane) gave 460 mg of the title compound as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06222048B1
Source datasetuspto-grants-2001_04
ORD IDord-5cd8a607201e446fb02b075d4fe5be69
Source noteuspto-grants-2001_04