HuagongsheHuagongshe Chemistry Print Report · For research reference only
[2-ethyl-5-(tetrahydro-2H-thiopyran-4-yl)thiophen-3-yl]methanol → 2-ethyl-5-(tetrahydro-2H-thiopyran-4-yl)thiophene-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [2-ethyl-5-(tetrahydro-2H-thiopyran-4-yl)thiophen-3-yl]methanol | HCID 68512711 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-ethyl-5-(tetrahydro-2H-thiopyran-4-yl)thiophene-3-carbaldehyde | HCID 86646393 | 68% |
Reaction Steps
To a solution of [2-ethyl-5-(tetrahydro-2H-thiopyran-4-yl)thiophen-3-yl]methanol (2.76 g) synthesized above in tetrahydrofuran (50 mL) was added activated manganese dioxide (15.0 g), and the mixture was stirred at room temperature overnight. Activated manganese dioxide (8.00 g) was added again, and the mixture was further stirred at room temperature for 5 hr. Manganese dioxide was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (15% ethyl acetate/hexane) to give the title compound (1.85 g, 68%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309580B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-e98fec3c85de498c87513c357ae27be0 |
| Source note | uspto-grants-2012_11 |