HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (S)-2-(2,2,2-Trifluoro-ethoxymethyl)-pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (S)-1-Benzyl-2-(2,2,2-trifluoro-ethoxymethyl)-pyrrolidine | HCID 86679127 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-2-(2,2,2-Trifluoro-ethoxymethyl)-pyrrolidine | HCID 86679128 | 75% |
Reaction Steps
To a solution of (S)-1-benzyl-2-(2,2,2-trifluoroethoxymethyl)-pyrrolidine (0.5 g, 1.83 mmol) in MeOH (20 mL) was added Hunig's base (1.18 g, 9.15 mmol). The flask was purged three times with Ar and 10% Pd/C (0.487 g, 0.457 mmol) was added to the mixture. The flask was purged three times with hydrogen and the reaction mixture was stirred at room temperature for 1 h. The mixture was filtered through a pad of Celite, washed with MeOH (20 mL) and the resulting solution was concentrated in vacuo to give the title compound (0.250 g, 75%) as a colorless semi-solid. MS: 184.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260408B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-facb5167bebc409e855e9c6282f82c13 |
| Source note | uspto-grants-2016_02 |