反应详情

温度

50 °C

To a stirred solution of 3-pentanol (88 mg, 1 mmol) in THF (1 mL) is added 60% sodium hydride (12 mg, 0.3 mmol) and after 0.5 h [4-(5-bromo-6-ethyl-3-methoxypyrazin-2-yl)-3-methoxyphenoxy]trifluoromethane (41 mg, 0.1 mmol) is added. The mixture is heated to 50° C. for 12 h, cooled and partitioned between ethyl acetate and water. The organic layer is washed with water, brine, dried (sodium sulfate), filtered and concentrated. The residue is purified by preparative TLC eluting with 50% ether in hexanes to give {4-[6-Ethyl-5-(ethylpropoxy)-3-methoxypyrazin-2-yl]-3-methoxyphenoxy}trifluoromethane, a colorless oil (19 mg). NMR (CDCL3, 400 MHz) □0.98 (t, 6 H), 1.22 (t, 3 H), 1.78 (m, 4 H) 2.80 (q, 2 H), 3.80 (s, 3 H), 3.88 (s, 3 H), 5.05 (quintet, 1 H), 6.8 (s, 1 H), 6.90 (d, 1 H), 7.37 (d, 1 H); MS 345 (M+1).

1. temperaturecooled
2. custompartitioned between ethyl acetate and water
3. washThe organic layer is washed with water, brine
4. dry with materialdried (sodium sulfate)
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residue is purified by preparative TLC
8. washeluting with 50% ether in hexanes