HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → HCID 89544562, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 89544874 | HCID 89544874 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89544562 | HCID 89544562 | 70.3% |
Reaction Steps
Step 2 [6-Chloro-2-fluoro-3-(1-hydroxy-propyl)-phenyl]-phenyl-methanone (760 mg; 2.6 mmol) was dissolved in DCM (20 ml), treated with triphenylphosphine (1.095 g; 1.6 equiv.) and carbon tetrabromide (1.275 g; 1.5 equiv.) and stirred at room temperature overnight. The reaction mixture was evaporated then purified by flash column chromatography eluting with 0 to 20% EtOAc/petroleum ether. Product containing fractions were combined and evaporated to give 650 mg of [3-(1-Bromo-propyl)-6-chloro-2-fluoro-phenyl]-phenyl-methanone as a colourless gum. 1H NMR (400 MHz, DMSO-d6): 7.89-7.69 (4H, m), 7.69-7.54 (3H, m), 5.34 (1H, dd), 2.38-2.12 (2H, m), 0.99 (3H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145354B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-3945eb92219640348408022444c8ee36 |
| Source note | uspto-grants-2015_09 |