HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 67405268, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | HCID 86646483 | HCID 86646483 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 67405268 | HCID 67405268 | 62.4% |
Reaction Steps
An aqueous solution (50 mL) of sodium carbonate (3.5 g) was added to a THF (200 mL) solution of Intermediate 8 (3.9 g), 3-cyanophenylboronic acid (which may be referred to as sbo1; 1.6 g; WAKO), PdCl2dppf.CH2Cl2 (1.78 g; TCI) at room temperature and the resulting mixture was stirred as it was for 6 and half hours. Ethyl acetate (300 mL), saturated brine, and water were added to extract the reaction mixture, then the organic layer was dried, the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography (Yamazen; chloroform/methanol) to give the title compound (2.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299055B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-b53f0c300b9a48ea8bd643ad4de88b8d |
| Source note | uspto-grants-2012_10 |