HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R,5R)-2-(t-butyl)-5-((1R)-3-oxocyclopentyl)-5-phenyl-1,3-dioxolan-4-one → (2R)-[(1R)-3-oxocyclopentyl]-2-hydroxy-2-phenylacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R,5R)-2-(t-butyl)-5-((1R)-3-oxocyclopentyl)-5-phenyl-1,3-dioxolan-4-one | HCID 11174148 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | (2R)-[(1R)-3-oxocyclopentyl]-2-hydroxy-2-phenylacetic acid | HCID 54364298 | 101.6% |
Reaction Steps
To a solution of 61 mg of (2R,5R)-2-(t-butyl)-5-[(1R)-3-oxocyclopentyl]-5-phenyl-1,3-dioxolan-4-one in 3 ml of methanol, 1 ml of 1N aqueous sodium hydroxide solution was added, followed by stirring for 3 hours at room temperature. Distilling the methanol off under reduced pressure, the residue was diluted with water and washed with diethyl ether. The aqueous layer was made acidic with 1N hydrochloric acid and extracted with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate to provide 48 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05948792 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-b69a9106953d429aa541abf79f28d33a |
| Source note | uspto-grants-1999_09 |