HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 5-Iodo-2-phenoxymethyl-benzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromomethyl-5-iodo-benzofuran | HCID 68715977 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Iodo-2-phenoxymethyl-benzofuran | HCID 57608215 | 90% |
Reaction Steps
To an N,N-dimethylformamide (20 mL) solution of 2-bromomethyl-5-iodo-benzofuran (270 mg, 0.801 mmol) and phenol (113 mg, 1.2 mmol) was added potassium carbonate (332 mg, 2.4 mmol). This mixture was stirred at room temperature for 14 hours. The reaction mixture was poured into sat. NaCl and extracted with ethyl acetate. The organic layer was separated and dried over anhydrous magnesium sulfate followed by concentrating under a reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:1) to obtain the title compound (251 mg, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829585B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-3e1d09166ac24f42aff404b2d76df760 |
| Source note | uspto-grants-2010_11 |