HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → (1RS)-1-[(2S)-1-[3-(N-benzyl-N-methylcarbamoyl)propanoyl]pyrrolidin-2-yl]-propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | (2S)-1-[3-(N-benzyl-N-methylcarbamoyl) propanoyl]pyrrolidin-2-al | HCID 14674666 | — |
| Reactant | HCID 178461633 | HCID 178461633 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1RS)-1-[(2S)-1-[3-(N-benzyl-N-methylcarbamoyl)propanoyl]pyrrolidin-2-yl]-propan-1-ol | HCID 15660996 | — |
Reaction Steps
A solution of (2S)-1-[3-(N-benzyl-N-methylcarbamoyl)propanoyl]pyrrolidin-2-al (700 mg) in THF (5 ml) was cooled to -25° C. A solution of ethyl magnesium chloride in THF (2M, 1.5 ml) was added dropwise to the solution. The mixture was stirred for 30 mins at the same temperature, and for 30 mins at 0° C. and further 1 hr. at room temperature. After reaction, a saturated aq. solution of ammonium chloride was added to the mixture. The oily layer separated was washed, dried and evaporated. The residue was purified by column chromatography on silica gel (EtOAc - CH3OH) to give the title compound (270 mg) having the following physical data:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05411974 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-8941ec5c6e1d4a45a3c693a6e72a8d7f |
| Source note | uspto-grants-1995_05 |