HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → HCID 86699391, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-(5,6-Dichloro-2-(triethylsilyl)-1H-indol-3-yl)ethanol | HCID 67973323 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86699391 | HCID 86699391 | 27.2% |
Reaction Steps
A solution of 2-(5,6-dichloro-2-(triethylsilyl)-1H-indol-3-yl)ethanol (1.7 g; 4.94 mmol) in THF (6 mL) was added to a solution of triphenylphosphine (2.59 g; 9.87 mmol) and perbromomethane (3.27 g; 9.87 mmol) in THF (40 mL) pre-stirred for 30 minutes. The resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was then filtered and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to afford 0.548 g (27%) of the title compound as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266832B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-4ac7b0692eb54dd3a99e9a6683e2b8c9 |
| Source note | uspto-grants-2016_02 |