HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl N-(3,5-dimethylbenzyl)-N-[4'-(trifluoromethoxy)biphenyl-4-yl]oxamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 4-(Trifluoromethoxy)phenylboronic acid | HCID 2734386 | — |
| Reactant | methyl N-(4-bromophenyl)-N-(3,5-dimethylbenzyl)oxamate | HCID 59820918 | — |
| Catalyst | HCID 178477754 | HCID 178477754 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl N-(3,5-dimethylbenzyl)-N-[4'-(trifluoromethoxy)biphenyl-4-yl]oxamate | HCID 59820911 | 73.3% |
Reaction Steps
A mixture of methyl N-(4-bromophenyl)-N-(3,5-dimethylbenzyl)oxamate (707 mg, 1.88 mmol), 4-(trifluoromethoxy)phenylboronic acid (500 mg, 2.44 mmol), [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (300 mg, 0.357 mmol), potassium carbonate (389 mg, 2.82 mmol), dioxane (10 ml) and water (1 ml) was stirred at 80° for 4 hours. The reaction mixture was cooled to room temperature, and filtered through celite. The residue obtained by concentration of the filtrate under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=10:1) to give the title compound (630 mg, 73%) as a light brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07884234B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-ff4e045a8ed04ff0a513b5dfaf14189c |
| Source note | uspto-grants-2011_02 |