HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 1-(2-Bromo-4-ethylsulfonylphenoxy)-2,4-difluorobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Difluorophenol | HCID 123051 | — |
| Reactant | 2-Bromo-4-(ethylsulfonyl)-1-fluorobenzene | HCID 58521975 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(2-Bromo-4-ethylsulfonylphenoxy)-2,4-difluorobenzene | HCID 118021787 | 81.2% |
Reaction Steps
2-bromo-1-fluoro-4-ethylsulfonylbenzene (130 mg, 0.49 mmol), 2,4-difluorophenol (78 mg, 0.60 mmol) and Cs2CO3 (478 mg, 1.47 mmol) in DMSO (5 mL) were heated at 100° C. for 12 h. EA extractive work up gave the title compound (150 mg, yield: 80.5%) as a grey solid. 1H NMR (CDCl3, 400 MHz) δ 8.18 (d, J=2.0 Hz, 1H), δ 7.75 (dd, J1=8.4 Hz, J2=1.6 Hz, 1H), 7.22-7.16 (m, 1H), 7.06-6.95 (m, 2H), 6.80 (d, J=8.8 Hz, 1H), 3.16 (q, J=7.2 Hz, 2H), 1.33 (t, J=7.6 Hz, 3H). LCMS: 395.8 (M+NH4)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034900B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-97361e010d244c05b791b37eb6c74a08 |
| Source note | uspto-grants-2015_05 |