HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68940694, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pinacolone | HCID 6416 | — |
| Reactant | 3-Thiophenecarboxaldehyde | HCID 68135 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68940694 | HCID 68940694 | 81.4% |
Reaction Steps
3-Thiophene carbaldehyde (500 μL, 5.71 mmol) and 3,3-dimethylbutan-2-one (710 μL, 5.71 mmol) were dissolved in methanol (5.0 mL). To this was added sodium methoxide (340 mg, 6.29 mmol), and then the mixture was stirred under reflux overnight. After addition of water, the mixture was extracted with ethyl acetate. The organic phase was washed with saturated brine and dried over anhydrous sodium sulfate, and then the solvent was evaporated off in vacuo. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate 95/5) to give the title compound (904 mg, 4.65 mmol, yield 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236841B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-d8b328883fdc46a79720b1a6ffc405c4 |
| Source note | uspto-grants-2012_08 |