HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 28801055, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | 4-(piperazin-1-yl)benzoic acid | HCID 1180477 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 28801055 | HCID 28801055 | 51% |
Reaction Steps
To a mixture of 4-piperazin-1-yl-benzoic acid (20 g, 71.6 mmol) and triethylamine (58 g, 573 mmol) in dichloromethane (500 mL) was added cyclopropanecarbonyl chloride dropwise at 0° C. The reaction mixture was stirred at RT overnight. The solvent was removed by rotary evaporation. The residue was diluted with water, treated with sodium hydroxide, and washed with ethyl acetate and dichloromethane. The aqueous phase was acidified to pH 6 with 5 N HCl. The resulting precipitate was collected by filtration and concentrated to dryness to provide the title compound (10 g, 51% yield) as a white solid. 1H NMR(CH3OD, 400 MHz) δ (ppm) 7.87 (m, 2H), 6.95 (m, 2H), 3.90 (s, 2H), 3.73 (s, 2H), 3.29 (m, 4H), 1.99 (m, 1H), 0.86 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260414B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-1e10a0f3a18d41759bf2a7c7f1ee67b8 |
| Source note | uspto-grants-2016_02 |