HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → (3R)-1-(1-benzyl-pyrrolidin-3-yl)-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Bis(2-chloroethyl) ether | HCID 8115 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3R)-1-benzylpyrrolidin-3-amine | HCID 1519354 | — |
| Product | (3R)-1-(1-benzyl-pyrrolidin-3-yl)-piperidine | HCID 69830750 | — |
Reaction Steps
The mixture of (3R)-(−)-1-benzyl-pyrrolidin-3-ylamine (10 mmol, 1.76 g), bis(2-chloroethyl)ether (11 mmol, 1.29 mL), K2CO3 (40 mmol, 5.52 g) and NaI (0.4 mmol, 60 mg) in CH3CN (100 mL) was heated at reflux for 36 h under N2. It was then absorbed on silica gel (10 g) and evaporated to dryness. The solid was loaded on silica gel column and subjected to flash chromatograph (CH2Cl2/CH3OH=60/1-20/1). (3R)-1-(1-benzyl-pyrrolidin-3-yl)-piperidine 7 was obtained as white gum (1.4 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642232B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-b07c84b1ce40424fb0efdb0110ba10ec |
| Source note | uspto-grants-2003_11 |