HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4'-(Benzyloxy)-2-fluoro-5-methoxy-3'-(1-methoxy-3,3-dimethylbutyl)-1,1'-biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(4-(Benzyloxy)-2'-fluoro-5'-methoxy-[1,1'-biphenyl]-3-yl)-3,3-dimethylbutan-1-ol | HCID 117759744 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4'-(Benzyloxy)-2-fluoro-5-methoxy-3'-(1-methoxy-3,3-dimethylbutyl)-1,1'-biphenyl | HCID 117760044 | — |
Reaction Steps
To a solution of 1-(4-(benzyloxy)-2′-fluoro-5′-methoxy-[1,1′-biphenyl]-3-yl)-3,3-dimethylbutan-1-ol (425 mg) prepared in Example 14, step C, in DMF (3.0 mL) was added 60% sodium hydride (100 mg), and the mixture was stirred at room temperature for 30 min. Iodomethane (443 mg) was added dropwise and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound as a crude product. This compound was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-63a71462cbce40a6b0c9c17bb00ec64e |
| Source note | uspto-grants-2016_07 |