p-(Trifluoromethoxy)phenol → HCID 66956539, compound

Participants

Reaction Steps

Reaction of epoxide 140 with 4-trifluoromethoxyphenol as in Example 2AA at 82° C. for 10 h, followed by chromatography of the product on silica gel, eluting with CH2Cl2 (foreruns) and then with 0-2% EtOAc/CH2Cl2, gave 4-(2-chloro-4-nitro-1H-imidazol-1-yl)-2-methyl-1-[4-(trifluoromethoxy)phenoxy]-2-butanol (141) (77%) as a pale yellow oil; 1H NMR (CDCl3) δ 7.81 (s, 1H), 7.17 (br dd, J=9.1, 0.7 Hz, 2H), 6.90 (dt, J=9.2, 3.1 Hz, 2H), 4.29 (ddd, J=14.1, 9.5, 6.3 Hz, 1H), 4.24 (ddd, J=14.1, 9.6, 6.5 Hz, 1H), 3.85 (d, J=9.0 Hz, 1H), 3.82 (d, J=9.0 Hz, 1H), 2.23 (ddd, J=13.8, 9.3, 6.5 Hz, 1H), 2.21 (s, 1H), 1.40 (s, 3H); HRESIMS calcd for C15H16ClF3N3O5 m/z [M+H]+ 412.0697, 410.0725. found 412.0700, 410.0722.

Provenance & Evidence