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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | Barium hydroxide | HCID 6093286 | — |
| Reactant | 4'-(2-Benzyl-benzo[b]thiophen-3-yl)-3,5-dibromo-biphenyl-4-ol | HCID 10721373 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4,4''-Dimethoxy-5'-{4-[2-(phenylmethyl)benzo[b]thien-3-yl]phenyl}[1,1';3',1''-terphenyl]-2'-ol | HCID 10579540 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06369072B2 |
|---|
| Source dataset | uspto-grants-2002_04 |
|---|
| ORD ID | ord-6eb49a13b244474dab38810d4e326a9b |
|---|
| Source note | uspto-grants-2002_04 |
|---|