HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 22449033, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | HCID 22448935 | HCID 22448935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22449033 | HCID 22449033 | 80% |
Reaction Steps
3-oxo-4-(2-(benzyloxy)ethyl)-8-(tetrahydropyrane-2-yloxy)-3,4-dihydro-2H-1,4-benzoxazine (1.89 g) was dissolved in methanol (100 ml), and pyridinium p-toluenesulfonate (126 mg) was added to the resultant solution, and the mixture was refluxed for 12 hours. The solvent was distilled off under reduced pressure, and the residue was poured into a saturated sodium bicarbonate aqueous solution, and then extracted with ethyl acetate. The resultant organic layer was dried over magnesium sulfate, and concentrated. The residue was purified by column chromatography (silica gel:hexane/ethyl acetate=1/1) to obtain the object compound (1.18 g, yield 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06407096B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-4c958ef5fb8e495c9966d2df1620afbf |
| Source note | uspto-grants-2002_06 |