HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromoethanol → HCID 86728228, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Dibenzyl azodicarboxylate | HCID 5387121 | — |
| Reactant | HCID 13163448 | HCID 13163448 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86728228 | HCID 86728228 | 100.2% |
Reaction Steps
To a mixture of 4-bromo-2-(1H-indol-2-yl)phenol (1.44 g, 5 mmol) and 2-bromoethanol (1.12 g, 9 mmol) in 20 mL of THF was added DBAD (2.07 g, 9 mmol) followed by triphenylphosphine (2.36 g, 9 mmol) in portions at room temperature with stirring. After 1 hour, the reaction was concentrated to near dryness, and purified using flash column chromatography (hexane/EtOAc 30:1) to provide the crude product of 2-(5-bromo-2-(2-bromoethoxy)phenyl)-1H-indole (1.98 g, 100%). MS (M+H)+: 394/396/398.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265773B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-8cbddaf518034cadb0f62e4b923eea4d |
| Source note | uspto-grants-2016_02 |