Water → p-Trimethylgermylacetophenone

HRID 613162Notes

Reaction equation

HRID 613162 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-cdc04f6b79a14fe5b056d91cbc196702
Source dataset
uspto-grants-1999_12
Patent number
USRE036477

Reaction notes

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