Ammonium Chloride → HCID 66780948, compound

Participants

Reaction Steps

5,6-difluoro-1H-benzo[d][1,2,3]triazole (8.04 g, 1.0 eq), potassium tert-butoxide (5.87 g, 1.01 eq), and 2-butyloctylbromide (13.04 g, 1.01 eq) were dissolved in 130 mL of methanol. The reaction was heated to reflux for 17 h. The reaction mixture was then poured into saturated NH4Cl solution, and extracted with ethyl acetate. The organic layer was washed with water (2×), dried (Na2SO4), filtered, concentrated in vacuo, and purified by column chromatography on silica gel using 10:1 hexanes:ethyl acetate as the eluent. Yield: 2.88 g (17%). Colorless oil. 1H NMR (CDCl3, 400 MHz, δ): 7.59 (t, 3JTHF=8.4 Hz, 2H), 4.58 (d, 3JHH=6.8 Hz, 2H), 2.22 (m, 1H), 1.28 (m, 16H), 0.86 (t, 3JHF=5.6 Hz, 6H).

Provenance & Evidence