Carbonate Ion → HCID 22717461, compound

HRID 1582518Notes

Reaction equation

HRID 1582518 reaction equation
[CH3:1][Si:2]([CH3:19])([C:9]#[C:10][CH2:11][O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][O:14]1)[CH2:3][CH2:4][C:5]([F:8])([F:7])[F:6].C(=O)([O-])[O-].[H][H]>C(OCC)(=O)C.C(O)C.[OH-].[OH-].[Pd+2]>[CH3:19][Si:2]([CH3:1])([CH2:9][CH2:10][CH2:11][O:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][O:14]1)[CH2:3][CH2:4][C:5]([F:6])([F:7])[F:8]

Participants

7

Reactant 3

HCID 19660Carbonate IonHCID 22717494HCID 22717494, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22717461HCID 22717461, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of compound 3 (5.00 g, 20.00 mmol) palladium hydroxide on charcoal (0.68 g, 0.21 mmol) in ethyl acetate and ethanol (100 ml, 9:1) and sodiumhydrohen carbonate (0.165 g, 1.96 mmol) were stirred at room temperature and a pressure of 100 pounds inch-2 under hydrogen for 24. The reaction mixture was filtered and the solvent removed in vacuo to yield a colorless oil. The crude product was purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (4:1), Rf: 0.58] to yield a colorless oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent removed in vacuo
  3. customto yield a colorless oil
  4. customThe crude product was purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (4:1), Rf: 0.58]
  5. customto yield a colorless oil

Sources & evidence

ORD record
ord-717c9c980e3e401280453303bc484861
Source dataset
uspto-grants-2004_05
Patent number
US06737124B2

Reaction notes

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