3,5-Bis(tert-butyl)benzaldehyde → 1-(3,5-Di-t-butylphenyl)butan-1-ol

関与物質

反応手順

To 2.0 g (9.17 mmol) of aldehyde 18 in 10 mL of dry ether at 0 ° C. was added 5.5 mL (11.0 mmol) of propylmagnesium chloride (2.0M in ether). The reaction mixture was warmed to RT and quenched with water (50 mL), extracted (ether, 2×50 mL), washed (water then brine), dried (MgSO4), filtered and concentrated to give 2.37 g (9.05 mmol) of alcohol 19 (pure by 1H-NMR) which was directly used in the next step (98% yield): TLC (20% EtOAc-80% hexanes) Rf 0.5; 1H-NMR (CDCl3) δ0.96 (t, 3H, CH2 CH3), 1.34 (s, 18H, 6(CH3)), 1.66 (m, 2H, CH2), 1.84 (m, 1H, CH), 4.66 (m, 1H, CHOH), 7.18 (d, J=1 Hz, 2H, Ar-H), 7.34 (t, J=1 Hz, 1H, Ar-H).

情報源と証拠