HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-Bromo-1-methoxy-2-(3-trifluoromethoxy-propoxy)-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-methoxyphenol | HCID 142228 | — |
| Reactant | 3-(Trifluoromethoxy)propyl trifluoromethanesulfonate | HCID 75406356 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Bromo-1-methoxy-2-(3-trifluoromethoxy-propoxy)-benzene | HCID 68617225 | — |
Reaction Steps
A mixture of 5-bromo-2-methoxy-phenol (1.20 g, 5.62 mmol), crude trifluoro-methanesulfonic acid 3-trifluoromethoxy-propyl ester (2.52 g, 6.74 mmol; purity of 74%) and anhydrous K2CO3 (1.18 g, 8.42 mmol) in MeCN (8 mL) is stirred in a sealed flask at room temperature overnight and then filtered. The combined filtrates are concentrated and the crude product is chromatographed over silica gel (eluent: toluene) to give the title compound as oil. TLC, Rf (toluene/AcOEt 10:1)=0.63. 1H-NMR (CDCl3): δ 2.25 (m, 2H), 3.87 (s, 3H), 4.13 (m, 2H), 4.23 (m, 2H), 6.79 (dd, 1H), 7.04 (d,1H), 7.09 (dd, 1H) ppm. 19F-NMR (CDCl3): zδ −60.7 ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807709B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-5503b34dfe94442193835d2f94c18f9a |
| Source note | uspto-grants-2010_10 |