HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(Bromomethyl)-2,3-dihydrobenzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | (2,3-Dihydro-1-benzofuran-5-yl)methanol | HCID 2776158 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(Bromomethyl)-2,3-dihydrobenzofuran | HCID 22004807 | 100.4% |
Reaction Steps
To a solution of (2,3-dihydrobenzofuran-5-yl)methanol (29.0 g, 0.193 mol) in tetrahydrofuran (150 mL) was added phosphorous tribromide (34.8 g, 0.129 mol) under ice/salt-cooling. The mixture was stirred for 20 minutes and then poured into water. The mixture was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and evaporated to afford the title compound (yield 27.6 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06034239 |
| Source dataset | uspto-grants-2000_03 |
| ORD ID | ord-8df52201aef24870888f02370db34145 |
| Source note | uspto-grants-2000_03 |