HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylbenzoic acid → N-methoxy-N,2-dimethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylbenzoic acid | HCID 8373 | — |
| Reactant | N,N-dimethylhydroxylamine hydrochloride | HCID 27969 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-methoxy-N,2-dimethylbenzamide | HCID 11344340 | 80% |
Reaction Steps
To a premixed solution of 2-methylbenzoic acid (7.5 mmol), EDCl (1.5 mmol) and DMAP (3.0 mmol) in DMA 40 mL and DCM 13 mL is added dimethylhydroxylamine hydrochloride (1.5 mmol). The reaction is stirred at room temperate over night. The reaction mixture is then filtered. The filtrate is diluted with EtOAc and washed with water, 10% NaHSO4 and brine. The solution is dried over Na2SO4 and the solvent is evaporated. A light yellow oil N-methoxy-N,2-dimethylbenzamide is obtained in 80% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07026339B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-548fb378cca44d19b7489825178c8f1d |
| Source note | uspto-grants-2006_04 |