4-Hydroxybenzaldehyde → 4-(12-Bromododecyloxy)benzaldehyde

Participants

Reaction Steps

Synthesized as described above for compound 1. Quantities: K2CO3 (4.6 g, 33 mmol), p-hydroxybenzaldehye (3.27 g, 27 mmol), 1,10-dibromododecane (11.56 g, 35 mmol). Yield 7.0 g (70%). 1H NMR: δH (CDCl3; 300 MHz): 1.24-1.52 (16 H, m, CH2), 1.84 (4 H, m, O—CH2—CH2/Br—CH2—CH2), 3.40 (2 H, t, 3J=6.9 Hz, Br—CH2), 4.06 (2 H, t, 3J=6.5 Hz, O—CH2), 6.98 (2 H, d, 3J=8.7 Hz, Ar—H), 7.82 (2 H, d, 3J=8.8 Hz, Ar—H), 9.88 (1 H, s, COH). 13C NMR: δC (CDCl3; 75 MHz): 26.3, 28.6, 29.1, 29.4, 29.7, 29.8, 29.9, 33.2, 34.4, 68.8, 115.1, 130.1, 132.3, 164.6, 191.1.

Provenance & Evidence