HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Methyl 4-(pyrrolidin-1-ylmethyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methyl 4-Formylbenzoate | HCID 15294 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Sodium bis(acetyloxy)boranuidyl acetate | HCID 23676153 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-(pyrrolidin-1-ylmethyl)benzoate | HCID 756589 | — |
Reaction Steps
A solution of 4-formyl-benzoic acid methyl ester (10 g), pyrrolidine (5.6 mL), and acetic acid (3.5 mL) in DCM (200 mL) was treated with sodium triacetoxyborohyride (20.65 g) and stirred at rt for 16 hours. The reaction mixture was then quenched with 3N NaOH (70 mL). The organic layer was dried over sodium sulfate and concentrated to yield the titled compound without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06638967B2 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-a25891c24d7942d890d9b667f845c4d2 |
| Source note | uspto-grants-2003_10 |