HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → HCID 86754308, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Formylphenylboronic acid | HCID 292189 | — |
| Reactant | HCID 70053864 | HCID 70053864 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86754308 | HCID 86754308 | 94% |
Reaction Steps
To 5 ml of degassed ethylene glycol dirncthyl ether, was added 505.4 mg (1.0 mmol) of the product of Example 89, 165 mg (1.1 mmol) of 2-formylbenzene boronic acid, 58 mg (0.05 mmol) of tetrakis(triphenylphosphine)palladium and 1 ml (2.0 mmol) of 2M aqueous Na2CO3 and the mixture ws heated to reflux under nitrogen for 18 hr. The reaction was cooled to room temperature, diluted with ethyl acetate, washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was chromatographed on silica gel with EtOAc/Hexane (1:1) as eluant to provide 499 mg (94%) of the desired product as an yellow solid. Electrospray Mass Spec 531 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05929097 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-487aa5ca48534794830f67d7c48fa2c7 |
| Source note | uspto-grants-1999_07 |