HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 2-Nitro-4-(piperidine-1-carbonyl)-benzoic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-Nitro-terephthalic acid 1-tert-butyl ester | HCID 68671775 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Nitro-4-(piperidine-1-carbonyl)-benzoic acid tert-butyl ester | HCID 68672086 | — |
Reaction Steps
2-Nitro-terephthalic acid 1-tert-butyl ester (500 mg, 1.88 mmol) in DCM (18 mL), was treated with 1-hydroxybenzotriazole (0.39 g, 2.43 mmol), EDCI (0.47 g, 2.43 mmol) and piperidine (0.24 mL, 2.43 mmol). After 3 hours the reaction was diluted with DCM (50 mL) and washed with aqueous NaHCO3 (30 mL), water (30 mL) and finally with brine. After drying over sodium sulphate and evaporation of the solvent the title compound was obtained as a colourless oil in quantitative yield. The crude was employed in the following reaction without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029356B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-26e018494630443d9c707f866a1648b5 |
| Source note | uspto-grants-2015_05 |