HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfite → 5-(2-Hydroxyethyl)-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | 9-Borabicyclo(3.3.1)nonane | HCID 78966 | — |
| Reactant | 5-Ethenyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile | HCID 66825368 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(2-Hydroxyethyl)-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile | HCID 66825574 | 51.4% |
Reaction Steps
To a stirred a solution of 9-BBN (10.37 mL, 5.19 mmol) in dry THF (30 mL) was added dropwise a solution of 5-ethenyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile (1 g, 3.46 mmol) in THF (30 mL) under nitrogen at 0° C. for 0.5 h. The mixture was then allowed to warm to room temperature and stirring continued for 2 h. Na2SO3 was added to quench the reaction. Purification via flash chromatography then afforded the title compound (546 mg, 1.777 mmol, 51.4% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-33dfcbab540749aeba0e949c327d4827 |
| Source note | uspto-grants-2014_01 |