HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (6-Benzyloxy-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 | Ethyl 6-(Benzyloxy)benzofuran-2-carboxylate | HCID 57810532 | — |
| Solvent | Water | HCID 962 | — |
| Product | (6-Benzyloxy-benzofuran-2-yl)-methanol | HCID 57608261 | 90% |
Reaction Steps
To a tetrahydrofuran (370 mL) solution of 6-benzyloxy-benzofuran-2-carboxylic acid ethyl ester (18.4 g, 62.1 mmol) described in Production Example 1-2-1 was added lithium aluminum hydride (7.07 g, 186 mmol) at 0° C., which was stirred at room temperature for 4 hours. To the reaction mixture were added water (7.07 mL), 5 N aqueous sodium hydroxide solution (7.07 mL) and water (21.2 mL) at 0° C. After filtering the mixture through Celite, the filtrate was concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (14.2 g, 90%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829585B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-f80340ace6ac4dfdad89798309d9f373 |
| Source note | uspto-grants-2010_11 |