HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (6-Phenoxy-benzofuran-2-yl)-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 6-Phenoxy-benzofuran-2-carboxylic acid ethyl ester | HCID 57608285 | — |
| Solvent | Water | HCID 962 | — |
| Product | (6-Phenoxy-benzofuran-2-yl)-methanol | HCID 57608210 | 83% |
Reaction Steps
To a tetrahydrofuran (5 mL) solution of 6-phenoxy-benzofuran-2-carboxylic acid ethyl ester (251 mg, 889 μmol) described in Production Example 49-1-1 was added lithium aluminum hydride (135 mg, 3.56 mmol) at 0° C., which was stirred at room temperature for 2 hours. To the reaction solution were added water (135 μL), 5 N aqueous sodium hydroxide solution (135 μL) and water (405 μL) at 0° C., followed by filtering through celite. The filtrate was concentrated under a reduced pressure and the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain the title compound (177 mg, 83%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829585B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-348a89bc7a414dd89ba9aad1c5bc6df7 |
| Source note | uspto-grants-2010_11 |