HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 1-[2-(3,5-Dimethoxyphenyl)ethyl]-alpha-(3,5-dimethoxyphenyl)-alpha-(1-methylethyl)-piperidine-3-propanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 1-[2-(3,5-Dimethoxyphenyl)ethyl]-3-chloromethylpiperidine | HCID 14183621 | — |
| Reactant | alpha-Isopropyl-3,5-dimethoxyphenylacetonitrile | HCID 14183624 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[2-(3,5-Dimethoxyphenyl)ethyl]-alpha-(3,5-dimethoxyphenyl)-alpha-(1-methylethyl)-piperidine-3-propanenitrile | HCID 14183651 | — |
Reaction Conditions
| Temperature | -50 °C |
|---|
Reaction Steps
The reaction mixture is stirred at -50° C. for 20 minutes, a solution of 2.75 g (0.0125 mol) of the nitrile prepared under (a) in 10 cc of THF is then added dropwise, the mixture is stirred again at -50° C. for 30 minutes and a solution of 3 g of the compound prepared under (b) in 10 cc of THF is then added. The reaction mixture is stirred for 1 hour at -50° C. and then left to stand overnight at ambient temperature. It is poured into 0.5 liter of a water/ice mixture, saturated with NaCl and extracted with diethyl ether. The organic phase is dried and evaporated. The oil obtained is chromatographed on a silica 60 column, elution being carried out with a 70/30 CH2Cl2 /acetone mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04481207 |
| Source dataset | uspto-grants-1984_11 |
| ORD ID | ord-c295a7730fa74cc1a4680abb0f1533a9 |
| Source note | uspto-grants-1984_11 |