HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-[4-(Benzyloxy)-3-methoxyphenyl]penta-2,4-dienoic acid → 5-(4-Hydroxy-3-methoxyphenyl)pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-[4-(Benzyloxy)-3-methoxyphenyl]penta-2,4-dienoic acid | HCID 54225043 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-Hydroxy-3-methoxyphenyl)pentanoic acid | HCID 240452 | — |
Reaction Steps
The raw product obtained in Example 21 was dissolved in 500 ml of N,N-dimethylformamide and 22 g of 10% palladium on charcoal catalyst was added. The mixture was hydrogenated at 60° C. and normal pressure until the theoretical amount (3 mole) of hydrogen was consumed. After filtering the solvent was evaporated in vacuo to a great extent and the residue was dissolved in 1 l of dichloromethane and washed with 2 l of water. The product was extracted with 1.5 l of saturated NaHCO3 -solution. After acidification of the aqueous phase with hydrochloric acid the product was extracted with 1 l of dichloromethane. The solvent was distilled off in vacuo and the semisolid residue (180 g) was used to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05112861 |
| Source dataset | uspto-grants-1992_05 |
| ORD ID | ord-e0b4c5e1e52c4f7aadfcb893a89baaa3 |
| Source note | uspto-grants-1992_05 |