HCID 66852034, compound → HCID 58105215, compound

HRID 1668512Notes

Reaction equation

HRID 1668512 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[N:15]=[C:14]([CH:16]=[CH:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:13]=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(O)C.[Pt](=O)=O>[Si:1]([O:8][CH2:9][C:10]1[N:15]=[C:14]([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:13]=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 66852034HCID 66852034, compound

Product 1

HCID 58105215HCID 58105215, compoundYield 92.4%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

Ethyl 3-[6-(t-butyldimethylsilanyloxymethyl)pyridin-2-yl]acrylate (5.45 g) was dissolved in 100 mL of ethanol, and 200 mg of platinum dioxide was added to the solution, and then the mixture was stirred under atmospheric hydrogen pressure at room temperature for 5 hours. After the purge with nitrogen, the catalyst was filtrated off, and the solvent was removed to provide 5.07 g of ethyl 3-[6-(t-butyldimethylsilanyloxymethyl)pyridin-2-yl]propionate as a pale yellow oil.

Workup

  1. customAfter the purge with nitrogen
  2. filtrationthe catalyst was filtrated off
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-45360658d0fa4b029f3c41c5a06c0f8d
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

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