HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclobutanone → HCID 67322891, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclobutanone | HCID 14496 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67322891 | HCID 67322891 | — |
Reaction Steps
A mixture of (S)-pyrrolidine-2-carboxylic acid (1.0 g, 8.69 mmol), cyclobutanone (671 mg, 9.56 mmol) and 10% Pd/C (44 mg) in MeOH (10 mL) was stirred under an atmosphere of hydrogen for 20 hours. The reaction mixture was filtered through Celite® and the filtrate concentrated under vacuum. The resulting residue was triturated with diethyl ether to afford (S)-1-cyclobutyl-pyrrolidine-2-carboxylic acid. 1H NMR (300 MHz, CDCl3) δ: 4.41 (s, 1H), 3.86 (dt, 1H), 3.78-3.63 (m, 2H), 2.78 (m, 1H), 2.55 (m, 1H), 2.57-2.09 (m, 4H), 1.91 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461328B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-3a8fb144c0c14b47b6a6e7412215b6f0 |
| Source note | uspto-grants-2013_06 |