HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 60769583, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 3-Bromo-5-fluorobenzoic acid | HCID 2773339 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | HCID 60769583 | HCID 60769583 | 95% |
Reaction Steps
A solution of 3-bromo-5-fluorobenzoic acid (commercially available) (10.0 g, 45.7 mmol) in thionyl chloride (80 mL) was heated at reflux for 2 hours. Thionyl chloride was removed under reduced pressure and the residue was added to solution of N,O-dimethylhydroxylamine hydrochloride (5.32 g, 54.8 mmol) and Et3N (10.1 g, 0.1 mol) in DCM (300 mL) dropwise at 0° C. After the reaction mixture was stirred at r.t. overnight, it was washed with water (3×100 mL), brine, dried over anhydrous Na2SO4 and concentrated. The colorless oil was used in next step without further purification (11.0 g, yield: 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382241B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-900b1f9fbe534284b54d9e8e67bd9914 |
| Source note | uspto-grants-2016_07 |