Water → p-Trimethylgermylacetophenone

Reaction equation

[CH3:1][Ge:2]([CH3:16])([CH3:15])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH3:14])OCC[O:10]2)=[CH:5][CH:4]=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.O>CC(C)=O>[CH3:15][Ge:2]([CH3:1])([CH3:16])[C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:10])[CH3:14])=[CH:5][CH:4]=1

Participants

Procedure

A solution of 420 mg (1.5 mmol) of 2-(4-trimethylgermylphenyl)-2-methyl-1,3-dioxolane and 56 mg (0.19 mmol) of pyridinium p-toluenesulfonate (PPTS) in 1.35 g (62.5 mmol) of water and 10 ml of acetone was refluxed for 2 hours and stirred at room temperature for 1.5 days. The reaction mixture was extracted with petroleum ether. The extract was washed successively with 2N hydrochloric acid, water and sat.aq.NaHCO3, dried and evaporated.