Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Tetralone | HCID 68266 | — |
| Reactant | 4-(Methylsulfonyl)benzaldehyde | HCID 220376 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 9879787 | HCID 9879787 | 78% |
Reaction Steps
4-methylsulfonylbenzaldehyde (1.0 g, 5.43 mmol) was dissolved in glacial acetic acid (20 ml) and con. Hydrochloric acid (10 ml) was added and cooled at 5-10° C. Then, beta-tetralone (0.72 ml, 5.45 mmol) was dropped slowly and stirred for 3 hours at the same temperature. At room temperature, water (200 ml) and dichloromethane (200 ml) were poured, separated with layers, washed with the saturated brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by performing a silica gel column chromatography (an eluting agent: ethylacetate/n-hexane=2/3, v/v) and 1.32 g of the present compound (productive yield 78%) was obtained as a yellow crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06768019B2 |
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| Source dataset | uspto-grants-2004_07 |
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| ORD ID | ord-30ad5297645544aaae28bdd8148a8239 |
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| Source note | uspto-grants-2004_07 |
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