HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 5-Bromo-2-fluoro-4-methoxybenzyl bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (5-Bromo-2-fluoro-4-methoxyphenyl)methanol | HCID 53401483 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Bromo-2-fluoro-4-methoxybenzyl bromide | HCID 97889439 | 94.8% |
Reaction Steps
PBr3 (4.7 g, 17.4 mmol) was added drop-wise to a solution of (5-bromo-2-fluoro-4-methoxyphenyl)methanol (4.1 g, 17.4 mmol) in anhydrous CH2Cl2 (40 mL) at 0° C. The mixture was stirred at room temperature for 3 h and poured into ice water. The pH was adjusted to 8 with saturated aqueous NaHCO3. Extractive work up with CH2Cl2 gave the title compound (4.9 g, 94.8%) as a white solid which was carried on without purification. 1H NMR (DMSO-d6, 400 MHz) δ 7.56 (d, J=8.0 Hz, 1H), 6.65 (d, J=11.6 Hz, 1H), 4.46 (s, 2H), 3.89 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034900B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-36b0e66a99674bdc83675a23006fa60b |
| Source note | uspto-grants-2015_05 |