1-Dodecanol → 4,9-Bis(dodecyloxy)naphtho[1,2-b:5,6-b']dithiophene

Participants

Reaction Steps

Compound 4 (150 mg, 0.50 mmol) and p-toluenesulfonic acid monohydrate (15.2 mg, 0.080 mmol) were heated in dodecan-1-ol (3.7 g, 20 mmol) at 200° C. under nitrogen overnight. Upon cooling down to room temperature, the solvent was removed under vacuum and the residual was purified with silica gel column and eluted with CHCl3/hexane (1:4 and then 2:3) to give compound BB1 as a white solid (110 mg, about 36% yield). 1H NMR (500 MHz, CDCl3): δ 7.56 (d, J=5.0 Hz, 2H), 7.42 (d, J=5.0 Hz, 2H), 7.41 (s, 2H), 4.32 (t, J=6.5 Hz, 4H), 2.13 (quintet, J=7.5 Hz, 4H); 1.68 (quintet, J=7.5 Hz, 4H); 1.39 (m, 32H); 0.86 (t, J=6.0 Hz, 6H).

Provenance & Evidence