4-Chlorophenylboronic acid → 4-(1,3-Benzodioxol-5-yl)benzenecarbaldehyde

Beteiligte Stoffe

Reaktionsschritte

4-Bromo-1,2-(methylenedioxy)benzene (80 mg, 0.40 mmol) reacted with 4-chlorophenylboronic acid (90 mg, 0.60 mmol) using 1/2 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (70 mg, 1.20 mmol) in 1,2-dioxane at 100° C. to give the title compound (77 mg, 85%) as a solid: 1H-NMR (400 MHz, CDCl3): δ 10.05 (s, 1H), 7.93 (d, 2H, J=8.0 Hz), 7.68 (d, 2H, J=7.6 Hz), 7.14 (d, 2H), 7.13 (bs, 1H), 6.04 (s, 2H). 13C{1H}-NMR (100 MHz, CDCl3): δ 191.84, 148.38, 148.08, 146.81, 134.83, 133.88, 130.28, 127.26, 121.25, 108.78, 107.63, 101.41. GC/MS(EI): m/z 226 (M+), 139. Anal. Calcd for C14H10O3: C, 74.33; H, 4.46. Found: C, 74.19; H, 4.67.

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