HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonic Acid → 5-Methyl-3-oxo-1-phenylindene-2-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(3-Methylbenzoyl)-3-phenyl acrylic acid ethyl ester | HCID 68696893 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Methyl-3-oxo-1-phenylindene-2-carboxylic acid ethyl ester | HCID 68699292 | 27.5% |
Reaction Steps
2-(3-Methylbenzoyl)-3-phenyl acrylic acid ethyl ester (1 g, 3.39 mmol) obtained in Step 2 was dissolved in dichloromethane, and methanesulfonic acid (5.22 g, 54.35 mmol) was added thereto, followed by stirring for 3 hrs at RT. Once the reaction was completed, the mixture was cooled to 0° C., neutralized with sodium bicarbonate, and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 273 mg of the titled compound (yield: 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745439B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-4bdb37fea78e49ed9039741b1fdd5db3 |
| Source note | uspto-grants-2010_06 |