HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dichlorobenzoic acid → HCID 69677706, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dichlorobenzoic acid | HCID 5811 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Reactant | HCID 69677639 | HCID 69677639 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69677706 | HCID 69677706 | 87.7% |
Reaction Steps
To a mixture of 3,5-dichlorobenzoic acid (2.6 g), (3R)-1-benzyl-3-(3,4-dimethylbenzyl)piperazine dihydrochloride (5.0 g) and triethylamine (8.54 ml) in dichloromethane (80 ml) was added 2-chloro-1-methylpyridinium iodide (3.83 g) under ice-cooling, and then the mixture was stirred at room temperature for 1 hour. The mixture was evaporated under reduced pressure, and the resulting residue was dissolved into ethyl acetate. The ethyl acetate solution was filtrated and evaporated under reduced pressure. The resulting residue was purified by column chromatography on silica gel using hexane-ethyl acetate (10:1) as eluent to give (2R)-4-benzyl-1-(3,5-dichlorobenzoyl)-2-(3,4-dimethylbenzyl)piperazine (5.58 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924278B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-a9a685f5d03b47ce865147e082efce45 |
| Source note | uspto-grants-2005_08 |