HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 1-benzylpyrrolidine-3-carboxylate → (1-Benzylpyrrolidin-3-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 1-benzylpyrrolidine-3-carboxylate | HCID 4610751 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1-Benzylpyrrolidin-3-yl)methanol | HCID 5176654 | 88.8% |
Reaction Steps
To a mixture of methyl 1-benzylpyrrolidine-3-carboxylate (11.67 g, 50 mmol) and tetrahydrofuran, at 0° C. was added lithium aluminum hydride (3.795 g, 100 mmol). The reaction was warmed to room temperature and refluxed for 24 hours. After cooling to 0° C., the reaction was quenched with saturated sodium sulfate and warmed to room temperature. Tetrahyrofuran (50 mL) and solid sodium sulfate were added to the mixture. After stirring for 1 hour, the mixture was filtered and the filtrate was concentrated and vacuum dried for 3 days to give the title compound as a colorless oil (8.49 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129245B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-7c23997cdb4a4c28888774aab7bda6a2 |
| Source note | uspto-grants-2006_10 |