HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 4-(methylsulfonyl)-β-oxobenzenepropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Carbonate | HCID 7766 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methylsulfonylacetophenone | HCID 82529 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 4-(methylsulfonyl)-β-oxobenzenepropanoate | HCID 22142993 | — |
Reaction Steps
To a mixed solution of 4-(methylsulfonyl)acetophenone (10 g, 42.2 mmol), ethanol (0.2 ml) and diethyl carbonate (50 ml) was added sodium hydride (3.37 g, 60% in oil, 84.4 mmol) by small portions at room and the mixture was stirred temperature for 2 hrs. and at 60° C. for 1 hr. The reaction solution was cooled, 1N hydrochloric acid (30 ml) was added and the mixture was extracted with ethyl acetate (100 ml). The extract was washed with water, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=3:1) to give the objective substance (3.76 g, 33%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06982348B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-8b0b410809a04cc59d66fe8482080081 |
| Source note | uspto-grants-2006_01 |