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-phenylacrylate ethyl ester (1 g, 3.39 mmol) was dissolved in dichloromethane. Methanesulfonic acid (5.22 g, 54.35 mmol) was added thereto and the mixture was stirred for 3 hours at room temperature. After the reaction was completed, the mixture was cooled to 0° C. followed by neutralizing with sodium bicarbonate. Then, the separated organic layer extracted with dichloromethane was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:9) to obtain 5-methyl-3-oxo-1-phenyl-indene-2-carboxylate ethyl ester (273 mg, yield 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741323B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-fada14fd79874a08aa476e6d2f4438cf |
| Source note | uspto-grants-2010_06 |