HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 59331394, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 23139317 | HCID 23139317 | — |
| Reactant | 4-[4-(cyclopropylsulfonyl)phenyl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one | HCID 59331258 | — |
| Catalyst | 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride | HCID 2833352 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59331394 | HCID 59331394 | 77% |
Reaction Steps
A mixture of 4-[4-(cyclopropylsulfonyl)phenyl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one (0.77 g), ethyl (4-formyl-1H-imidazol-1-yl)acetate (0.45 g), 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride (60 mg), triethylamine (0.12 mL), tetrahydrofuran (4 mL) and ethanol (4 mL) was stirred with heating under reflux for 1 hr. The reaction mixture was concentrated, and the residue was subjected to basic silica gel column chromatography, and the title compound (0.90 g, yield 77%) was obtained as a yellow oil from a fraction eluted with ethyl acetate. MS: 531 (Me).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318746B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-cbf4b85ac9a549cab7e34faf68fa8705 |
| Source note | uspto-grants-2012_11 |