HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → HCID 58340820, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | HCID 67115832 | HCID 67115832 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 58340820 | HCID 58340820 | 71.6% |
Reaction Steps
To a solution of (1-benzyl-1,2,3,4-tetrahydro-quinolin-7-yl)-(5-bromo-2-isopropyl-phenyl)-methanol (2.61 g, 5.79 mmol) in TFA (7.0 mL), Et3SiH (4.63 mL, 28.95 mmol) was added followed by triflic acid (1.0 mL, 11.5 mmol) at room temperature. The reaction mixture was stirred at room temperature for 30 min. The reaction was evaporated to dryness and neutralized by adding saturated aqueous NaHCO3 (15 mL). The resulting mixture was extraction with dichloromethane (3×30 mL). Crude product obtained after evaporation solvent was purified by using neutral alumina column chromatography to furnish 1-benzyl-7-(5-bromo-2-isopropyl-benzyl)-1,2,3,4-tetrahydro-quinoline (1.80 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828951B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-a6c9a8a1321d4d0caa46e97dfa12e974 |
| Source note | uspto-grants-2014_09 |