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
3-(2-bromoethyl)-5,6-dichloro-2-(triethylsilyl)-1H-indole was prepared according to method D Step III with 2-(5,6-dichloro-2-(triethylsilyl)-1H-indol-3-yl)ethanol (1.7 g; 4.94 mmol) in THF (6 mL) and triphenyl phosphine (2.59 g; 9.87 mmol) and perbromomethane (3.27 g; 9.87 mmol) in THF (40 mL) pre-stirred for 30 minutes. The crude mixture was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to yield 0.548 g (27%) of 3-(2-bromoethyl)-5,6-dichloro-2-(triethylsilyl)-1H-indole as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284271B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-f4b6a5480d954e3fb9ba20563f8568c6 |
| Source note | uspto-grants-2016_03 |