Water → 3'-Trimethylgermylacetophenone

HRID 613176Notes

Reaction equation

HRID 613176 reaction equation
[CH3:1][Ge:2]([CH3:16])([CH3:15])[C:3]1[CH:4]=[C:5]([C:9]2([CH3:14])OCC[O:10]2)[CH:6]=[CH:7][CH:8]=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:4]=[C:5]([C:9](=[O:10])[CH3:14])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 146056542-(3-Trimethylgermylphenyl)-2-methyl-1,3-dioxolane

Product 1

HCID 146056553'-Trimethylgermylacetophenone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 351 mg (1,25 mmol) of 2-(3-trimethylgermylphenyl)-2-methyl-1,3-dioxolane, 47 mg (0.187 mmol, 0.15 eq) of pyridinium p-toluenesulfonate (PPTS), 1.1126 g (62.5 mmol, 50 eq) of water and 10 ml of acetone was refluxed for 2.5 hours. The reaction mixture was evaporated and extracted with petroleum ether. The extract was evaporated. The oily residue was purified by column chromatography to give 294 mg of colorless oily substance.

Workup

  1. temperaturewas refluxed for 2.5 hours
  2. customThe reaction mixture was evaporated
  3. extractionextracted with petroleum ether
  4. customThe extract was evaporated
  5. customThe oily residue was purified by column chromatography
  6. customto give 294 mg of colorless oily substance

Sources & evidence

ORD record
ord-77ae858e20d54c15acff399a129cdb81
Source dataset
uspto-grants-1999_12
Patent number
USRE036477

Reaction notes

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