Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | HCID 19047063 | HCID 19047063 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178458831 | HCID 178458831 | — |
Reaction Steps
To a solution of 12 g of the 5-(2,3-dihydro-2,2,4,5,7-pentamethylbenzofuran-6-yl)-3-hydroxycyclohex-2-en-1-one in 100 ml of absolute toluene was added 20.5 ml of anhydrous propionic acid and refluxed for 4 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford a residue. To a solution of the residue in 100 ml of absolute toluene was added 0.98 g of dimethylaminopyridine, After refluxing 20 hours, the reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford a crude product. Final purification was carried by silica-gel column chromatography to afford 3.9 g of 5-(2,3-dihydro-2,2,4,5,7-pentamethylbenzofuran-6-yl)-2-propionyl-3-hydroxycyclohex-2-en-1-one as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05631208 |
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| Source dataset | uspto-grants-1997_05 |
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| ORD ID | ord-3dbcfaff779d43a7a592e30780f40cb3 |
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| Source note | uspto-grants-1997_05 |
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