HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 68687667, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(Phenethyl-phenylacetyl-amino)-propionic acid ethyl ester | HCID 68688317 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 68687667 | HCID 68687667 | 37.1% |
Reaction Steps
Sodium hydride (1.1 g, 50% in mineral oil) was suspended in ether (40 ml) under argon at RT. 3-(Phenethyl-phenylacetyl-amino)-propionic acid ethyl ester (2.5 g) was added in portions followed by addition of abs. EtOH (0.5 ml). The resulting mixture was refluxed for 2 hours, cooled and poured into water/ice/1 N HCl. The aqueous layer was extracted with ethyl acetate and the organic layer was separated, washed with brine, dried over Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (ethyl acetate/hexanes 1:1 and then DCM/MeOH 95:5) to give the desired product as a light yellow foam (801 mg). MS (ESI: 294.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07683079B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-99fcdb4f513a41a8b678cdd8443ab8d1 |
| Source note | uspto-grants-2010_03 |