HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Bromo-3-(bromomethyl)-4-chloro-2-fluorobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | (3-Bromo-6-chloro-2-fluorophenyl)methanol | HCID 59299314 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Bromo-3-(bromomethyl)-4-chloro-2-fluorobenzene | HCID 59299432 | 30% |
Reaction Steps
Add phosphorous tribromide (1.8 mL, 19.2 mmol) to (3-bromo-6-chloro-2-fluoro-phenyl)methanol (Preparation 8) (4.6 g, 19 mmol) in dichloromethane (50 mL) at 0° C. Stir for 20 minutes. Add the reaction mixture into ice and water. Extract with dichloromethane (100 mL), dry with magnesium sulfate, filter and evaporate solvent under reduced pressure. Purify the residue by biotage chromatography to yield the product to give 1.7 g (30%) of the title compound as a white solid. 1HNMR (CDCl3) 7.48-7.44 (m, 1H), 7.14-7.11 (m, 1H), 4.62-4.61(m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713979B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-ba88538709ef4fb6b226b3518c7d47d3 |
| Source note | uspto-grants-2010_05 |