HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → [3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | [3-(4-Bromo-2-hydroxymethyl-phenoxy)-phenyl]-acetic acid methyl ester | HCID 58237523 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | [3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]acetic acid methyl ester | HCID 58237479 | 85.2% |
Reaction Steps
To [3-(4-bromo-2-hydroxymethyl-phenoxy)-phenyl]-acetic acid methyl ester (3 g, 8.5 mmol) in DME (30 mL) under N2 was added phosphorus tribromide (1.2 mL, 12.8 mmol), and the reaction was stirred at room temperature for 6 hours. The solution was cooled to 0° C. and adjusted to pH 6 with saturated aqueous NaHCO3, and the mixture was extracted with EtOAc. The crude material was purified by silica gel chromatography to give the desired product as a colorless oil (3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242145B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-82243b7214c94865921dfb310eda662e |
| Source note | uspto-grants-2012_08 |