HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybiphenyl → (2S)-3-{4-[2-(biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybiphenyl | HCID 7103 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (2S)-3-[4-(2-bromo-ethoxy)-phenyl]2-methoxy-propionic acid ethyl ester | HCID 58822865 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2S)-3-{4-[2-(biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acid | HCID 10135109 | — |
Reaction Steps
A solution of biphenyl-4-ol (0.39 mmol, 68 mg) in 10 ml of DMF in was treated with (2S)-3-[4-(2-bromo-ethoxy)-phenyl]-2-methoxy-propionic acid ethyl ester obtained in Step 2 (0.33 mmol, 100 mg) and cesium carbonate (0.66 mmol, 214 mg) in a round bottom flask. The reactants were filtered and was washed with DMF several times and the solvent was evaporated under vacuo. The residue was reconstituted in a mixture of ethanol (20 ml) and NaOH (1M) (8 ml), and then stirred at room temperature until TLC indicated the disappearance of starting material. Ethanol was removed under vacuum, and the aqueous solution was diluted with 20 ml of brine and washed with diethyl ether (3×15 mL). The aqueous phase was acidified with
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07192982B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-ea7eb437cf5f4e2d980a993b393603bb |
| Source note | uspto-grants-2007_03 |