HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 2-Methoxy-4-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-Methoxy-4-methylbenzoic acid | HCID 597164 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Methoxy-4-methylbenzamide | HCID 21947397 | 83% |
Reaction Steps
To a mixture of 2-methoxy-4-methylbenzoic acid (20 g, 120.4 mmol), EDC (23.1 g, 120.4 mmol) and HOBt (16.3 g, 120.4 mmol) in dichloromethane (1 L) was added NH3 (7N in MeOH, 52 mL, 3 eq) dropwise. The reaction mixture was stirred at room temperature overnight then washed successively with HCl (1N), saturated aq.NaHCO3, water and brine, dried over MgSO4, filtered and evaporated. The residue was recrystallized from ethyl acetate/hexane to give 16.5 gr of 2-methoxy-4-methylbenzamide (83% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318947B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-7d2db9da0c834cbe9b82bd3db5a9e4e5 |
| Source note | uspto-grants-2012_11 |