HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-((Pyrrolidin-1-yl)methyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 4-(Bromomethyl)benzonitrile | HCID 86996 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((Pyrrolidin-1-yl)methyl)benzonitrile | HCID 4962803 | 97% |
Reaction Steps
Add pyrrolidine (0.89 mL, 10.74 mmol) to a stirred solution of 4-bromomethyl-benzonitrile (1 g, 5.1 mmol) and triethylamine (1.5 mL, 10.74 mmol) in anhydrous THF (26 mL). Stir reaction overnight at room temperature. Partition the reaction mixture between EtOAc and water. Extract the aqueous phase twice with EtOAc. Dry the combined organic extracts over MgSO4, filter, and concentrate in vacuo to obtain the desired intermediate (918 mg, 97%) suitable for use without further purification. MS (APCI+) m/z: 187 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680091B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-f51f25de48834a2fb916cb3083796bee |
| Source note | uspto-grants-2014_03 |