HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18668634, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Thiophene-3-boronic acid | HCID 581760 | — |
| Reactant | 1-(3-bromophenyl)-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol | HCID 18668522 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 2-Methylphenethyl alcohol | HCID 88267 | — |
| Product | HCID 18668634 | HCID 18668634 | 86.5% |
Reaction Steps
To a suspension of 1-(3-bromophenyl)-1-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol (1.70 g), 3-thiopheneboronic acid (607 mg) and 2M aqueous sodium carbonate solution (3.16 ml) in toluene-ethanol (6:1) (17.5 ml) was added tetrakis(triphenylphosphine)palladium(0) (110 mg), and the mixture was heated under reflux for 3 h under an argon atmosphere. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chomatography (eluent, hexane:ethyl acetate=6:1→4:1→3:1). Recrystallization from ethyl acetate-hexane gave the title compound (1.48 g) as colorless powder crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06518257B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-fb1f5995f67847838e271270ee994ac9 |
| Source note | uspto-grants-2003_02 |