HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(3,5-Bis-trifluoromethyl-benzyl)-2-methylnitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Alpha-chloro-3-methyl-4-nitrotoluene | HCID 87687 | — |
| Reactant | 3,5-Bis-trifluoromethylphenylboronic acid | HCID 156265 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(3,5-Bis-trifluoromethyl-benzyl)-2-methylnitrobenzene | HCID 59229504 | 83.3% |
Reaction Steps
A solution of 3-methyl-4-nitrobenzyl chloride (0.27 g), 3,5-bis-(trifluoromethyl)phenylboronic acid (0.45 g), tetrakis(triphenylphosfine)palladium (0.1 g) and sodium carbonate (0.48 g) in water (2 ml) and 1,2-dimethoxyethane (10 ml) was stirred under an argon atmosphere at 85° C. for 2 hours. After cooling, the reaction solution was diluted with ethyl acetate and further stirred for 10 minutes by adding water thereto. After washing the organic layer with a saturated salt solution, it was dried over anhydrous magnesium sulfate. The solution was distilled off under reduced pressure and the resultant residue was purified by silica gel column chromatography to obtain 4-(3,5-bis-trifluoromethyl-benzyl)-2-methyl-nitrobenzene (0.44 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110689B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-8c6e98deb47f4c6d8b0369cd3fdafd97 |
| Source note | uspto-grants-2012_02 |