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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456828Generated: October 30, 2026

Toluene → HCID 22107169, compound

https://huagongshe.com/reaction/1456828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantMethylboronic AcidHCID 139377—
ReactantHCID 22107192HCID 22107192—
CatalystHCID 178418397HCID 178418397—
ProductHCID 22107169HCID 22107169—

Reaction Steps

To a solution of methyl 1-bromo-2-(4-methylsulfonylphenyl)-3-phenylazulene (0.20 g) in toluene (10.0 ml) was added methylboronic acid (0.13 g), tetrakis(triphenylphosphine)palladium (0) (0.05 g) and 2M aqueous Na2CO3 (0.9 ml), and the reaction mixture was heated under reflux for 2 hr. The reaction mixture was poured into ice-water, followed by extracted with EtOAc. The combined EtOAc extracts were washed with water and brine, dried over Na2SO4, and concentrated. The crude product was purified by SiO2 column chromatography (benzenee/EtOAc, 20: 1) to give the title compound (0.15 g) as violet crystals; mp 165°-167° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05843999
Source datasetuspto-grants-1998_12
ORD IDord-72e29df6d0364c52a85261e477f9a992
Source noteuspto-grants-1998_12