1-Nitropropane → 2-Nitro-1-(p-isobutylphenyl)-1-butanol

Reaction equation

[OH-].[K+].[CH2:3]([C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][CH:8]=1)[CH:4]([CH3:6])[CH3:5].[N+:15]([CH2:18][CH2:19][CH3:20])([O-:17])=[O:16]>C(O)C>[N+:15]([CH:18]([CH2:19][CH3:20])[CH:11]([C:10]1[CH:9]=[CH:8][C:7]([CH2:3][CH:4]([CH3:6])[CH3:5])=[CH:14][CH:13]=1)[OH:12])([O-:17])=[O:16]

Participants

Procedure

The procedure of Example 3 was followed for the reaction of 5 ml of 3.7N potassium hydroxide with 16.2 g of p-isobutylbenzaldehyde and 26.7 g of 1-nitropropane in 7.5 ml of ethanol. Obtained was 20.0 g of a yellow viscous liquid which did not crystallize: ir (film) 2.8 (s), 3.4 (s), 6.4 (s), 7.3 (m), 9.7 (m), 12.4 (m) microns; nmr (CCl4) 7.11 (4H, q), 4.84 (1H, d), 4.42 (1H, sextet), 3.15 (1H, s), 2.44 (2H, d), 1.75 (2H, m), 0.86 (6H, d), 0.83 (3H, t) ppm.