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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840625Generated: October 31, 2026

1,2-Dimethoxyethane → 4,4''-Dimethoxy-5'-{4-[2-(phenylmethyl)benzo[b]thien-3-yl]phenyl}[1,1';3',1''-terphenyl]-2'-ol

https://huagongshe.com/reaction/840625

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantBarium hydroxideHCID 6093286—
Reactant4'-(2-Benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-olHCID 10721373—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Product4,4''-Dimethoxy-5'-{4-[2-(phenylmethyl)benzo[b]thien-3-yl]phenyl}[1,1';3',1''-terphenyl]-2'-olHCID 10579540—

Reaction Conditions

Temperature75 °C

Reaction Steps

Palladium (II) acetate (81 mg, 0.036 mmol) was added into a mixture of 4′-(2-benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-ol (1.0 g, 1.82 mmol), 4-methoxy-benzeneboronic acid, barium hydroxide (0.93 g, 5.46 mmol), 1,2-dimethoxyethane (10 mL), and water (10 mL). The mixture was stirred at 75° C. for 10 hours, poured into water, and extracted with ethyl ether. The organic extracts were dried over MgSO4. Evaporation and purification by flash chromatography on silica gel (hexanes/EtAOc 4:1) gave 4,4″-dimethoxy-5′-{4-[2-(phenylmethyl)benzo[b]thien-3-yl]phenyl}[1,1′;3′,1″-terphenyl]-2′-ol as a yellow solid (0.45 g,): mp 80-82; MS m/e 604 (M+);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369072B2
Source datasetuspto-grants-2002_04
ORD IDord-6eb49a13b244474dab38810d4e326a9b
Source noteuspto-grants-2002_04