HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-[4-(Methylsulfonyl)phenyl]-3-methylpentane-1,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl isopropenyl ketone | HCID 13143 | — |
| Reactant | 4-(Methylsulfonyl)benzaldehyde | HCID 220376 | — |
| Catalyst | 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride | HCID 2833352 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-[4-(Methylsulfonyl)phenyl]-3-methylpentane-1,4-dione | HCID 21862839 | 4.3% |
Reaction Steps
To a stirred solution of 4-(methylsulfonyl)benzaldehyde (1.84 g, 10 mmol) in ethanol (8 mL) was added 3-methyl-3-buten-2-one (0.8 g, 9.5 mmol), 3-benzyl-5-(2-hydroxyethyl)4-methylthiazolium chloride (0.51 g, 1.9 mmol), and Et3N (2.65 mL, 19 mmol) at room temperature. After stirring for 3 hours, volatiles were removed by evaporation. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/hexane (1/2) to provide the subtitle compound (0.11 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949536B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-e10ed4ece8f342968dfb5394edfe7316 |
| Source note | uspto-grants-2005_09 |