HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 4-Pyrrolidin-1-yl-pentanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Methyl levulinate | HCID 69354 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 4-Pyrrolidin-1-yl-pentanoic acid methyl ester | HCID 67189768 | 36% |
Reaction Steps
Pyrrolidine (3 mL, 36 mmol, 1.2 eq) was dissolved in DCM (50 mL) and methyl levulinate (4 mL, 30 mmol, 1.0 eq) was added. The solution was stirred at room temperature for 1 hour, then Na(OAc)3BH (7.6 g, 36.0 mmol, 1.2 eq) was added. The mixture was stirred at room temperature for 16 hours, then brine was added, the crude was extracted with DCM and dried. 2.0 g of the title product were obtained (34% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163729B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-b4a98ab8a4ad43019dec2a70013669f0 |
| Source note | uspto-grants-2012_04 |