HuagongsheHuagongshe Chemistry Print Report · For research reference only
18-Crown-6 → 3-Chloro-5-[(2-chloro-6-fluoro-3-methylphenyl)oxy]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 3-Chloro-5-fluorobenzonitrile | HCID 2734841 | — |
| Reactant | 2-Chloro-6-fluoro-3-methylphenol | HCID 2773683 | — |
| Reactant | HCID 178418922 | HCID 178418922 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-Chloro-5-[(2-chloro-6-fluoro-3-methylphenyl)oxy]benzonitrile | HCID 68483672 | 79.4% |
Reaction Steps
The title compound was prepared as described herein using tBuOK (4.00 ml, 4.00 mmol), 2-chloro-6-fluoro-3-methylphenol (642 mg, 4.00 mmol), 3-chloro-5-fluorobenzonitrile (622 mg, 4.00 mmol) and 18-crown-6 (211 mg, 0.800 mmol) in dimethyl sulfoxide (16 ml) to give the title compound as a white solid (0.94 g, 79%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.33 (1H, s) 7.12-7.19 (2H, m) 7.07 (1H, t, J=8.9 Hz) 6.98 (1H, s) 2.40 (3H, s). LCMS: m/z 294 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-cc3c4422d20d44658b0acbe8155696a1 |
| Source note | uspto-grants-2012_11 |