HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-Benzoyl-3-[3-[4-benzyl-4-(propionylaminomethyl)piperid 1-yl]propyl]-3-(3,4-dichlorophenyl)piperidine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 3-[3-[4-(Aminomethyl)-4-benzylpiperid-1-yl]propyl]-1-benzoyl-3-(3,4-dichlorophenyl)piperidine dihydrochloride hemihydrate | HCID 131721653 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Benzoyl-3-[3-[4-benzyl-4-(propionylaminomethyl)piperid 1-yl]propyl]-3-(3,4-dichlorophenyl)piperidine hydrochloride | HCID 22741807 | 121.4% |
Reaction Steps
A solution of 0.6 g of the compound obtained in EXAMPLE 9 and 0.18 ml of triethylamine in 10 ml of DCM is cooled to 0° C., 0.1 ml of propionyl chloride is added dropwise and the mixture is stirred for 5 minutes. It is concentrated under vacuum, the residue is extracted with AcOEt, the organic phase is washed twice with water and dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica H using DCM and then a DCM/MeOH mixture (9515; v/v) as the eluent. The product obtained is taken up with ethereal hydrogen chloride and the precipitate formed is filtered off to give 0.37 g of the expected product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06710042B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-957d016a49264fb2b36f9115c8e10356 |
| Source note | uspto-grants-2004_03 |