HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(3,3-Dimethylbut-1-en-2-yl)-2'-fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-(2'-Fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)-3,3-dimethylbutan-2-ol | HCID 117759987 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(3,3-Dimethylbut-1-en-2-yl)-2'-fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl | HCID 117759680 | 87.7% |
Reaction Steps
To a solution of 2-(2′-fluoro-5′-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)-3,3-dimethylbutan-2-ol (182 mg) and triethylamine (0.12 mL) in toluene (5 mL) was added thionyl chloride (60 μL), and the mixture was stirred at room temperature for 1 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (153 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-ebd8c59c08de444a8751f01f00f192a8 |
| Source note | uspto-grants-2016_07 |