HuagongsheHuagongshe Chemistry Print Report · For research reference only
Salicylic Acid → Tert-butyl 2-(2-hydroxybenzamido)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Salicylic Acid | HCID 338 | — |
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | tert-Butyl (2-aminopropyl)carbamate | HCID 22499135 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl 2-(2-hydroxybenzamido)propylcarbamate | HCID 67493246 | 40% |
Reaction Steps
To a solution of tert-butyl 2-aminopropylcarbamate (3.6 g, 20.6 mmol), 2-hydroxybenzoic acid (2.79 g, 20.6 mmol) and imidazole (1.41 g, 20.6 mmol) in EtOAc (100 mL) at 0° C. was slowly added a solution of DCC (4.26 g, 20.6 mmol) in EtOAc (50 mL). The reaction mixture was stirred (RT, 16 h), filtered and concentrated under reduced pressure. The crude product was purified by silica chromatography, EtOAc/Petroleum ether (0-20%) to afford tert-butyl 2-(2-hydroxybenzamido)propylcarbamate (2.4 g, 40%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735379B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-613b9cd0712846bc80ab9fa6abcd0ae0 |
| Source note | uspto-grants-2014_05 |