HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-Ethyl-3-hydroxy-1-[2-(alpha-methylpropionyloxy)ethyl]pyridin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-Benzyloxy-2-ethyl-1-[2-(alpha-methylpropionyloxy)ethyl]pyridin-4-one | HCID 18997173 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Ethyl-3-hydroxy-1-[2-(alpha-methylpropionyloxy)ethyl]pyridin-4-one | HCID 9794994 | 37% |
Reaction Steps
3-Benzyloxy-2-ethyl -1-[2-(α-methylpropionyloxy)ethyl]pyridin-4-one was dissolved in 35 ml of dimethylformamide and about 0.1 g of palladium on activated charcoal (5%) was added. The solution was left under H2 for four days and the reaction was monitored by tlc (silica; 50% EtOH:50% EtOAc). The solution was filtered three times and rotary evaporated under high vacuum. The oily residue was then treated with activated charcoal in ethyl acetate, filtered and rotary evaporated to dryness. After crystallization from ethyl acetate the pure title compound was obtained in 37% yield, m.p., i.r., n.m.r. and mass spectra as quoted in Example 4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05480894 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-3c25c27b53e04b1dbf9261f67d1bc0a2 |
| Source note | uspto-grants-1996_01 |