HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-{2-bromo-4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]benzyl}-4-methyl-1,4-dihydro-5H-tetrazol-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-[3-Bromo-4-(bromomethyl)phenyl]-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole | HCID 86643371 | — |
| Reactant | 1-Methyl-1,2-dihydro-5H-tetrazol-5-one | HCID 135837103 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 1-{2-bromo-4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]benzyl}-4-methyl-1,4-dihydro-5H-tetrazol-5-one | HCID 86643378 | 32.2% |
Reaction Steps
A solution of 3-[3-bromo-4-(bromomethyl)phenyl]-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole (0.3 g), 1-methyl-1,4-dihydro-5H-tetrazol-5-one (0.06 g) and potassium carbonate (0.16 g) in N,N-dimethylformamide (10 mL) was stirred for 3 hours at room temperature. After the reaction mixture was diluted with t-butylmethylether, the solution was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was then purified by silica gel chromatography to yield 1-{2-bromo-4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]benzyl}-4-methyl-1,4-dihydro-5H-tetrazol-5-one (0.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372867B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-31a7d88ec7b54020bf2ff2c1d7508b84 |
| Source note | uspto-grants-2013_02 |