HuagongsheHuagongshe Chemistry Print Report · For research reference only
ethyl(2S)-3-{4-[2-(benzyloxy)-2-oxoethoxy]phenyl}-2-ethoxypropanoate → {4-[(2S)-2,3-Diethoxy-3-oxopropyl]phenoxy}acetic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | ethyl(2S)-3-{4-[2-(benzyloxy)-2-oxoethoxy]phenyl}-2-ethoxypropanoate | HCID 11383604 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {4-[(2S)-2,3-Diethoxy-3-oxopropyl]phenoxy}acetic Acid | HCID 11162260 | 97% |
Reaction Steps
To a solution of ethyl(2S)-3-{4-[2-(benzyloxy)-2-oxoethoxy]phenyl}-2-ethoxypropanoate (22.33 g, 57.8 mmol) in freshly distilled THF (290 mL) was added Pd/C (10%, 3.1 g) and the reaction mixture was hydrogenated under atmospheric pressure at room temperature overnight. The mixture was filtered through a plug of Celite and the filtrate was concentrated in vacuo to afford 16.6 g (97%) of a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514471B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-ba23563c313647fc8d2fddfd65ad5f01 |
| Source note | uspto-grants-2009_04 |