HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → 4-(Bromomethyl)-2-fluoro-1-(methylsulfanyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | [3-Fluoro-4-(methylsulfanyl)phenyl]methanol | HCID 22316885 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(Bromomethyl)-2-fluoro-1-(methylsulfanyl)benzene | HCID 22316819 | 99% |
Reaction Steps
The mixture of [3-fluoro-4-(methylsulfanyl)phenyl]methanol (9.00 g, 52.26 mmol) and carbon tetrabromide (19.06 g, 57.49 mmol) in CH2Cl2 (200 mL) was added triphenylphosphine (15.08 g, 57.49 mmol) at 0° C. After 1 hour, the mixture was concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1/10) to provide the subtitle compound (12.16 g, 94% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608095B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-110e475de26f44c3a86595f532c079ab |
| Source note | uspto-grants-2003_08 |