hydroxylamine-O-sulfonic acid → 3,5-Dioxo-4-palmitoylcyclohexanecarbonitrile
Reaction equation
[CH:1]([CH:3]1[CH2:8][C:7](=[O:9])[CH:6]([C:10](=[O:26])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:5](=[O:27])[CH2:4]1)=O.[NH2:28]OS(O)(=O)=O>O>[O:27]=[C:5]1[CH:6]([C:10](=[O:26])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:7](=[O:9])[CH2:8][CH:3]([C:1]#[N:28])[CH2:4]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
43 g (0.12 mol) of 5-formyl-2-palmitoylcyclo-hexane-1,3-dione were suspended in 150 ml of distilled water. 15.7 g (0.14 mol) of hydroxylamine-O-sulfonic acid, dissolved in 50 ml of water, were added. The heterogeneous reaction mixture was stirred overnight at room temperature. The solid obtained was filtered off under suction, washed with water and dried. 37.7 g (86% of theory) of 3,5-dioxo-4-palmitoylcyclohexanenitrile of melting point 66-69° C. were isolated.