Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | 2-Chlorobutyronitrile | HCID 100204 | — |
| Reactant | Despropionyl N-benzyl p-fluoro norfentanyl | HCID 5109634 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11773119 | HCID 11773119 | — |
Reaction Steps
(1-Benzyl-piperidine-4-yl)-(4-fluoro-phenyl)-amine (51.2 g) is dissolved in 180 ml benzene and cooled down with an ice bath. Borontrichloride (180 ml, 1 M hexane solution) is added drop wise over 30 min. 2-Chlorbutyronitrile (18.6 g) and aluminiumtrichloride (24.0 g) are added and the resulting mixture is heated under reflux for 15 h. Then the mixture is cooled down, 180 ml of 2N HCl, are added and the mixture is further refluxed. 200 ml Water and 200 ml CH2Cl2 are added and the resulting mixture adjusted to pH=5 with portions of sodium carbonate. The phases are separated, the organic phase is dried with sodium sulphate and the solvent is removed. The resulting oil is purified with flash column chromatography (96:4 CH2Cl2:MeOH). Yield is 20.7 g of a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07544806B2 |
|---|
| Source dataset | uspto-grants-2009_06 |
|---|
| ORD ID | ord-be2e6a1bd1454d3698ba1e59624e1119 |
|---|
| Source note | uspto-grants-2009_06 |
|---|
