HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-Chloro-1-[4-(4-methoxyphenyl)piperazin-1-yl]propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloropropionyl chloride | HCID 69364 | — |
| Reactant | 1-(4-Methoxyphenyl)-piperazine, dihydrochloride | HCID 2723700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Chloro-1-[4-(4-methoxyphenyl)piperazin-1-yl]propan-1-one | HCID 20113708 | 89.3% |
Reaction Steps
1-(4-Methoxyphenyl)piperazine dihydrochloride (1.85 g, 6.976 mmol) was dissolved in methylene chloride. After adding triethylamine (1.9 mL, 13.952 mmol) dropwise at 0° C. and then dissolving, the mixture was stirred for 30 minutes. After adding 3-chloropropionyl chloride (0.67 mL, 6.976 mmol), the reaction solution was stirred at room temperature for 1 hour. After adding methanol, the reaction solution was extracted with methylene chloride. The organic layer was dried with desiccant and then filtered. The filtrate was concentrated and purified by column chromatography (EtOAc/hexane, 4:1). A target compound (1.76 g, 6.224 mmol, 89.3%) was yielded as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383631B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-54bdf81123af4c76bc8d1e30633b0d8f |
| Source note | uspto-grants-2013_02 |