HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-2-methyl-1-propanol → 2,4-Difluoro-N-(2-hydroxy-1,1-dimethylethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-2-methyl-1-propanol | HCID 11807 | — |
| Reactant | 2,4-Difluorobenzoic acid | HCID 74102 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,4-Difluoro-N-(2-hydroxy-1,1-dimethylethyl)benzamide | HCID 9837497 | 68% |
Reaction Steps
WSC HCl (7.68 g, 40 mmol) was added to a mixture of 2,4-difluorobenzoic acid (6.32 g, 40 mmol), 2-amino-2-methyl-1-propanol (3.56 g, 40 mmol) and HOBt (5.40 g, 40 mmol) in methylene chloride (150 ml), and stirred at room temperature for 3 hours. The reaction mixture was concentrated, diluted with ethyl acetate and washed with saturated aqueous NaHCO3, 1N hydrochloric acid, saturated aqueous NaHCO3 and brine, successively, dried over MgSO4 and concentrated under a reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate 3/1) to give the title compound (6.20 g; 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06384033B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-cc229b0eff794dae81b4f610b40b4d68 |
| Source note | uspto-grants-2002_05 |