HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethyl bromide → 2-[4-(3-Cyclohexylpropyl)piperazin-1-yl]-5-methoxybenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | 1-(4-Methoxyphenyl)-piperazine, dihydrochloride | HCID 2723700 | — |
| Reactant | 3-Cyclohexylpropyl methanesulfonate | HCID 23111443 | — |
| Reactant | 5-Methoxy-2-(piperazin-1-yl)benzonitrile | HCID 23111446 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[4-(3-Cyclohexylpropyl)piperazin-1-yl]-5-methoxybenzonitrile | HCID 23111513 | 46.6% |
Reaction Steps
Production Example 1 was repeated except that 1-(4-methoxyphenyl)piperazine dihydrochloride, (2-bromoethyl)benzene and tetrahydrofuran were replaced with 5-methoxy-2-(piperazin-1-yl)benzonitrile (599 mg), 3-cyclohexylpropyl methylsulfonate (608 mg) and N,N-dimethylformamide (6.8 mL), respectively, and the resulting crude product was purified on silica gel column chromatograpy (eluent, ethyl acetate: hexane=1:1) to provide 2-[4-(3-cyclohexylpropyl)piperazin-1-yl]-5-methoxybenzonitrile (439 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449466B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-bf18d2e7c17e4b388881331306289aa6 |
| Source note | uspto-grants-2008_11 |