HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-(3-Cyclopenten-1-ylcarbonyl)-4-(3,4-dichlorophenoxy)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-Cyclopentene-1-carboxylic acid | HCID 853756 | — |
| Reactant | 3,4-Dichlorophenoxypiperidine | HCID 68580325 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(3-Cyclopenten-1-ylcarbonyl)-4-(3,4-dichlorophenoxy)piperidine | HCID 68938187 | 79.6% |
Reaction Steps
3,4-Dichlorophenoxypiperidine (3.09 g) was dissolved in dichloromethane (80 mL). HOBT (1.77 g) and DMAP (0.44 g) were added followed by a solution of 3-cyclopentene-1-carboxylic acid (1.45 g) in dichloromethane (5 mL). EDCI (2.45 g) was added and the solution was stirred for 60 h. Water (100 mL) was added and the phases were separated. The aqueous phase was extracted with dichloromethane (2×40 mL). The organic phases were combined, dried (MgSO4), filtered and evaporated to give subtitle compound (3.40 g) that was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495013B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-003c782868804755856599a9342dd79c |
| Source note | uspto-grants-2009_02 |