Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 68488923 | HCID 68488923 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57973980 | HCID 57973980 | 67% |
Reaction Steps
Copper(I) oxide (0.077 g, 0.536 mmol) was added to a solution of [2-fluoro-4-nitro-3-(phenyloxy)phenyl]acetic acid (1.560 g, 5.36 mmol) in acetonitrile (20 mL). The mixture was heated in a 90° C. oil bath for 1 h. The reaction mixture was cooled to RT and the solvent was evaporated. The residue was taken up in dichloromethane and filtered through Celite. Flash chromatography (ethyl acetate:hexanes) gave 2-fluoro-3-methyl-6-nitrophenyl phenyl ether (0.888 g, 63.7% yield) as a yellow oil. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.74 (dd, 1H), 7.27-7.36 (m, 2H), 7.18 (t, 1H), 7.09 (t, 1H), 6.92 (d, 2H), 2.38 (s, 3H). ES MS: m/z 246 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08304419B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-751b287b91244c5ba3d01fb9f178e154 |
|---|
| Source note | uspto-grants-2012_11 |
|---|