Benzenepropanal, alpha,alpha-dimethyl- → 2,2-Dimethyl-3-phenylpropanol

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Reaction Steps

354 g 2,2-dimethyl-3-phenyl-propanal (1a) was hydrogenated in an autoclave with 2 g copper chromite (G-79) at 150° C. and 120 bar until it had absorbed 1 equivalent of hydrogen. When the pressure had been released in the autoclave the catalyst was separated off. Distillation on a 60 cm packed column yielded 320 g (90%) 2,2-dimethyl-3-phenyl-propanal (1b) in the form of a colourless, viscous oil. bp (2 mm)=90° C., mp. 34°-36° C. --NMR (CCl4): δ-0.88, s, 6H (2,2--CH3), 2.55, s (CH2 --3), 3.37, s (CH2 --1), 7.1-7.3, br.s (phenyl--H). --IR: 3400 cm-1 (O--H). --MS: m/e (%)=164 (16, M+), 133 (5), 131 (4), 117 (6), 115 (8), 105 (4), 92 (100), 91 (83). C11H16O (164.2).

Provenance & Evidence