HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4R)-4-methyl-4-[2-(1-ethylpyrrol-2-yl)ethenyl]-1,3-oxazolidin-2-one → (R)-4-(2-(1-Ethyl-1H-pyrrol-2-yl)ethyl)-4-methyloxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4R)-4-methyl-4-[2-(1-ethylpyrrol-2-yl)ethenyl]-1,3-oxazolidin-2-one | HCID 66673008 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (R)-4-(2-(1-Ethyl-1H-pyrrol-2-yl)ethyl)-4-methyloxazolidin-2-one | HCID 45095485 | 87% |
Reaction Steps
10% Palladium-carbon (500 mg, 50% hydrous) was suspended in ethanol (10 mL) and a solution of (4R)-4-methyl-4-[2-(1-ethylpyrrol-2-yl)ethenyl]-1,3-oxazolidin-2-one (5.7 g, 25.9 mmol) obtained in Reference example 3 (3c) in ethanol (50 mL) was added thereto, followed by stirring of the mixture at room temperature under a hydrogen atmosphere for 1 hour. After the palladium-carbon in the reaction mixture was Celite-filtered, the filtrate was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane: ethyl acetate, 3:7) to obtain the title compound (5.0 g, yield: 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910617B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-16c769819c394f69a29465addf42adf7 |
| Source note | uspto-grants-2011_03 |