HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → benzyl-6-bromo-1H-indole-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | 6-Bromo-1H-indole-3-carbonitrile | HCID 11470067 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | benzyl-6-bromo-1H-indole-3-carbonitrile | HCID 90409858 | — |
Reaction Steps
A solution of 6-bromo-1H-indole-3-carbonitrile (400 mg, 1.81 mmol), 2-(tributylphosphoranylidene)acetonitrile (655 mg, 2.71 mmol) and benzyl alcohol (282 μL, 2.71 mmol) in toluene (5 mL) was heated at 75° C. overnight and concentrated. The residue was purified by flash chromatography on silica (IntelliFlash Varian 971-FP), eluting with 30% heptanes in ethyl acetate to provide the title compound. LCMS: 312.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969375B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-0330ba022e2b43128d6e241fb8c81054 |
| Source note | uspto-grants-2015_03 |