Water → p-Trimethylgermylacetophenone

HRID 466318Notes

Reaction equation

HRID 466318 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

5

Reactant 3

HCID 962WaterHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 146056512-(4-Trimethylgermylphenyl)-2-methyl-1,3-dioxolane

Product 1

HCID 14605652p-Trimethylgermylacetophenone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

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.

Workup

  1. extractionThe reaction mixture was extracted with petroleum ether
  2. washThe extract was washed successively with 2N hydrochloric acid, water and sat.aq
  3. dry with materialNaHCO3, dried
  4. customevaporated

Sources & evidence

ORD record
ord-d663c69c04314063a601d4dd17a5b022
Source dataset
uspto-grants-1992_10
Patent number
US05155249

Reaction notes

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