HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 117760194, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 131736035 | HCID 131736035 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117760194 | HCID 117760194 | 89.6% |
Reaction Steps
To a solution of 1-((4-((tert-butyl(dimethyl)silyl)oxy)-2′-fluoro-5′-methoxybiphenyl-2-yl)methyl)cyclobutanecarbonitrile (116 mg) in THF (5 mL) was added a solution (1 M, 0.54 mL) of tetrabutylammonium fluoride in THF, and the mixture was stirred at room temperature for 15 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate. 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 (76 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-0a46c566ffb342558b2bee50d477b72d |
| Source note | uspto-grants-2016_07 |