HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 68512797, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methyl (3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)acetate | HCID 3785484 | — |
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68512797 | HCID 68512797 | 62% |
Reaction Steps
Borane dimethylsulfide solution (0.3 ml, 94% in THF) was added at room temperature to a solution of the product from stage 1 (2.7 mmol) in dry THF (14 ml), and the mixture was refluxed for 2 h. Hydrolysis with methanol (1 ml) was carried out, followed by refluxing for a further 15 min. The reaction mixture was then cooled to room temperature and concentrated in vacuo. The crude product was purified by column chromatography (silica gel, ethyl acetate/hexane). Yield: 62%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357717B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-e0d2d3730e174c6a8adf6eb6b512b86a |
| Source note | uspto-grants-2013_01 |