Water → p-Trimethylgermylacetophenone

HRID 1090416Notes

Reaction equation

HRID 1090416 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-00b28213e0744daa8848936d822b4400
Source dataset
uspto-grants-1992_01
Patent number
US05081271

Reaction notes

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