HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68878306, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 68879945 | HCID 68879945 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68878306 | HCID 68878306 | — |
Reaction Steps
Dissolve 1.56 g trans-1-benzyl-2,5-dipropylpyrrolidine from the Step C above in 100 mL methanol and add 4.01 g ammonium formate and 156 mg Pd(OH)2/C. Let the reaction mixture stir under nitrogen over night. Filter the reaction mixture through Celite to remove the catalyst. Concentrate the filtrate under reduced pressure to give white solid residue. Suspend it in a small amount of water, add 5 ml 5 N NaOH solution, extract with ether several times, wash the combined ether solution with saturated brine, dry over anhydrous Na2SO4, and evaporate to give the title compound as yellow liquid. 1H NMR (CDCl3, 500 MHz) 63.11-3.16 (m, 2H), 1.91-1.98 (m, 2H), 1.26-1.50 (m, 10H), 0.93 (t, J=7.1 Hz, 6H). LC-MS: 1.89 min. (M+H=156.1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528163B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-0dfe3083d3a440688c9276e6c4f0dbdf |
| Source note | uspto-grants-2009_05 |