HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59331274, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Pyridinecarboxaldehyde | HCID 14273 | — |
| Reactant | HCID 59331472 | HCID 59331472 | — |
| Catalyst | 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride | HCID 2833352 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59331274 | HCID 59331274 | 14.1% |
Reaction Steps
To a solution of 4-[4-(methylsulfonyl)phenyl]-5-(tetrahydrofuran-3-yl)pent-1-en-3-one (229 mg) in ethanol (3.6 mL) were added pyridine-2-carbaldehyde (84.8 mg), 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride (22.0 mg) and triethylamine (44.5 μL), and the mixture was stirred with heating under reflux for 3 hr. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and washed with water. The ethyl acetate layer was dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and the title compound (43.5 mg, yield 14%) was obtained as a pale-yellow amorphous solid from a fraction eluted with ethyl acetate-hexane (19:1, volume ratio).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318746B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-bbcf56d49a704a11bdc15d5795b927ec |
| Source note | uspto-grants-2012_11 |