HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 18793057, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Boronic acid, [4-methoxy-2-(methoxymethoxy)phenyl]- | HCID 15402632 | — |
| Reactant | 3-Bromo-4-n-butylthiophene-2-carboxaldehyde | HCID 18793049 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 18793057 | HCID 18793057 | 71.1% |
Reaction Steps
To a solution of 3-Bromo-4-n-butylthiophene-2-carboxaldehyde of Example 1(b) 1.87 g, 7.57 mmol) in toluene (35 mL) was added (PPh3)4Pd (0.30 g, 0.20 mmol), Na2CO3 (2 M, 9 mL), EtOH (25 mL) and (2-methoxymethoxy-4-methoxyphenyl)boronic acid (1.76 g, 8.30 mmol), respectively. The resulting mixture was stirred at reflux for 3 h. After quenching with water and extraction with EtOAc, the organic extract was washed with H2O, brine and dried (MgSO4). The solvent was removed under reduced pressure and column chromatography (silica gel, EtOAc/Hexane, 25:75) of the residue afforded the title compound as an oil (1.80 g, 71%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06017952 |
| Source dataset | uspto-grants-2000_01 |
| ORD ID | ord-e716ee1c88a949eb86c2d4ca13e98406 |
| Source note | uspto-grants-2000_01 |