HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 59562413, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59562418 | HCID 59562418 | — |
| Reactant | [2-(4-Chlorophenyl)selenazol-5-yl]methanol | HCID 59562443 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59562413 | HCID 59562413 | 55.9% |
Reaction Steps
To a solution of [2-(4-chlorophenyl)selenazol-5-yl]methanol (300 mg, 1.1 mmol) in dry tetrahydrofuran (5 ml) under an atmosphere of nitrogen is added, in one portion, the sodium hydride (44 mg, 1.1 mmol). The reaction mixture is stirred for 5 minutes at room temperature and 5-chloro-2,2,6,6-tetramethyl-6H-pyran-3-one (208 mg, 1.1 mmol) is added in one portion. The reaction mixture is stirred at room temperature overnight. Silica gel is added to the crude reaction mixture, and the solvent is evaporated under reduced pressure. The residue is purified by flash chromatography on silica gel to give 5-[2-(4-chlorophenyl)selenazol-5-ylmethoxy]-2,2,6,6-tetramethyl-6H-pyran-3-one (261 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08956999B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-04cf238d6575483ba3568925459b4f25 |
| Source note | uspto-grants-2015_02 |