HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58452409, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67396961 | HCID 67396961 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58452409 | HCID 58452409 | 77% |
Reaction Steps
Sodium hydride (purity: 63%, 75 mg) was added to a solution of (5-chloro-6-methoxypyridin-2-yl)(4-methyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)methanol (302 mg) in tetrahydrofuran (2 mL) under ice-cooling, and the mixture was stirred with warming to room temperature overnight. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1→1:1) to give the title compound as a yellow solid (231 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822503B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-ed5d8e61dfdc4df2844531dbcee5630e |
| Source note | uspto-grants-2014_09 |