Acetaldehyde → 3,3,5-Trimethylcyclohexanone

反応式

N[C:2]1([O:11]O)[CH2:7][CH:6]([CH3:8])[CH2:5][C:4]([CH3:10])([CH3:9])[CH2:3]1.C(=O)C.[O-]O>>[CH3:8][CH:6]1[CH2:5][C:4]([CH3:10])([CH3:9])[CH2:3][C:2](=[O:11])[CH2:7]1

参加物

反応物 3

HCID 177Acetaldehyde

HCID 18500Perhydroxyl radical

HCID 215101831-Amino-3,3,5-trimethylcyclohexyl hydroperoxide

生成物 1

HCID 133983,3,5-Trimethylcyclohexanone

実験手順

1-Amino-3,3,5-trimethylcyclohexyl hydroperoxide (17.3 g; 78% pure) was added with stirring to acetaldehyde (12 g.) in light petroleum (b.p. 40° - 60°C) 50 c.c.) with cooling to below 0°C. When the hydroperoxide had dissolved, the organic layer was separated, treated with solid magnesium sulphate and stored at 0°C overnight. The solution was then filtered, washed and distilled as in Example 1 and gave, in addition to dihydroisophorone, the same product (13.0 g.) as Example 1.