HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 59331428, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 59331469 | HCID 59331469 | — |
| Reactant | 5-(1,2-Dihydroxy-2-methylpropyl)pyridine-2-carbaldehyde | HCID 59331488 | — |
| Catalyst | 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride | HCID 2833352 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59331428 | HCID 59331428 | 79% |
Reaction Steps
A mixture of (1E)-2-[4-(cyclopropylsulfonyl)phenyl]-1-(tetrahydro-2H-pyran-4-yl)penta-1,4-dien-3-one (4.16 g), 5-(1,2-dihydroxy-2-methylpropyl)pyridine-2-carbaldehyde (2.58 g), 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride (0.32 g), triethylamine (0.84 mL), tetrahydrofuran (10 mL) and ethanol (10 mL) was stirred with heating under reflux for 2 hr. The reaction mixture was concentrated, and the residue was subjected to basic silica gel column chromatography, and the title compound (0.70 g, yield 79%) was obtained as yellow crystals from a fraction eluted with ethyl acetate. melting point 102-104° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318746B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-6f9b46904efe4c8fac1dc207595d662a |
| Source note | uspto-grants-2012_11 |