HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Hydroxy-3-methyl-2-butanone → HCID 68940191, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Hydroxy-3-methyl-2-butanone | HCID 8261 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Bromo-3-pyridinecarboxaldehyde | HCID 2784734 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68940191 | HCID 68940191 | — |
Reaction Steps
A solution of sodium hydroxide (1.1 eq, 29.6 mmol, 29.6 ml) in MeOH (100 ml) under an inert atmosphere of nitrogen is cooled at 0° C. and treated with 5-bromo-pyridine-3-carbaldehyde (1 eq, 26.9 mmol, 5 g). After 1 h at 0° C., 3-hydroxy-3-methyl-butan-2-one (1 eq, 26.9 mmol, 2.75 g) is added and the reaction mixture is stirred at room temperature for 3 hours. The reaction mixture is dissolved in EtOAc and washed with water. The combined organic extracts are washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is purified by flash chromatography (0-50% EtOAc in iso-hexane) to afford the title compound; [M+H]+ 270/272.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343966B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-05d58c1332ed46ecad007758228a745b |
| Source note | uspto-grants-2013_01 |