HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-Methyl-1-nitro-3-[4-(trifluoromethoxy)phenoxy]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methyl-5-nitrophenol | HCID 93576 | — |
| Reactant | 4-(Trifluoromethoxy)phenylboronic acid | HCID 2734386 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Methyl-1-nitro-3-[4-(trifluoromethoxy)phenoxy]benzene | HCID 59820939 | 20.6% |
Reaction Steps
A mixture of 2-methyl-5-nitrophenol (765 mg, 5.00 mmol), 4-(trifluoromethoxy)benzeneboronic acid (1.24 g, 6.00 mmol), copper(II) acetate (999 mg, 5.50 mmol), triethylamine (3.48 ml, 25.0 mmol), molecular sieves 4A and dichloromethane (20.0 ml) was stirred at room temperature overnight under argon atmosphere. The reaction mixture was filtered through celite. The residue obtained by evaporation of the solvent of the filtrate under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=20:1) to give the title compound (323 mg, 20.6%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07884234B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-e425c2dc53fe4ffdb76f563a11d5d571 |
| Source note | uspto-grants-2011_02 |