HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Bicarbonate → 3-(4-Bromo-3-methylphenyl)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | 1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene | HCID 23159823 | — |
| Reactant | 4-Bromo-alpha-chloro-3-methylbenzaldoxime | HCID 86611478 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Bromo-3-methylphenyl)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole | HCID 23159812 | 90.5% |
Reaction Steps
In a solution of 22.7 g of 3,5-dichloro-1-(1-trifluoromethylethenyl)benzene produced in Step 1 of Synthetic Example 3 and 26.0 g of 4-bromo-α-chloro-3-methylbenzaldoxime in 120 ml of tetrahydrofuran, 15.7 g of potassium hydrogen carbonate was added, and stirred under reflux with heat for 5 hours. After the completion of the reaction, the reaction mixture was left and cooled to room temperature, insoluble material was filtered off, then the solvent was distilled off under reduced pressure. 150 ml of water was added in the residue, stirred at room temperature for 18 hours, and precipitated crystal was filtered off and dried to obtain 38.6 g of the aimed product as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022089B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-f8eb90539cb448828a83e35c9c609d32 |
| Source note | uspto-grants-2011_09 |