HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2-Ethoxycarbonyl-4-methyl-3-oxo-pent-1-enyl)benzoic acid → 4-(2-Ethoxycarbonyl-4-methyl-3-oxo-pentyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2-Ethoxycarbonyl-4-methyl-3-oxo-pent-1-enyl)benzoic acid | HCID 67119989 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-Ethoxycarbonyl-4-methyl-3-oxo-pentyl)benzoic acid | HCID 58952003 | 89.4% |
Reaction Steps
50 g of 4-(2-ethoxycarbonyl-4-methyl-3-oxo-pent-1-enyl)benzoic acid are dissolved in 300 ml of THF, 1.00 g of palladium on carbon (10%) is added, and the mixture is hydrogenated under a hydrogen pressure of 4 bar in an autoclave for 24 h. The mixture is diluted with dichloromethane and filtered with suction through Celite, the residue is washed with dichloromethane and concentrated in vacuo. The residue is purified by chromatography on silica gel (ethyl acetate/n-heptane=3/1). 45 g of compound 45 are obtained as an oil. C16H20O5 (292.3) MS (ESI+): 293.1 (M+H)+, tR=1.37 min (Gradient 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820804B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-7cb7c9baab26496ab562ea927af03da8 |
| Source note | uspto-grants-2010_10 |