Potassium Carbonate → HCID 73176549, compound

HRID 2055838Notes

Reaction equation

HRID 2055838 reaction equation
C[Si](C)(C)[C:3]#[C:4][CH:5]=[CH:6][C:7]#[C:8][CH2:9][CH2:10][CH2:11][CH3:12].C([O-])([O-])=O.[K+].[K+]>CO>[CH:3]#[C:4][CH:5]=[CH:6][C:7]#[C:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 72741377HCID 72741377, compound

Product 1

HCID 73176549HCID 73176549, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound (a5) (3.02 g, 14.80 mmol) was dissolved in dry methanol (10 ml), and the solution was stirred with K2CO3 (1.0 g) at room temp. for 1.5 hrs. After the evaporation of methanol in vacuo, the reaction was quenched with saturated aqueous NaHCO3 solution and the resultant solution was extracted with EtOAc. The organic layer was separated and dried over MgSO4. After filtration, the solvent was evaporated in vacuo. The residue was purified by flash chromatography to give the title compound as an oil in 80% yield.

Workup

  1. customAfter the evaporation of methanol in vacuo
  2. customthe reaction was quenched with saturated aqueous NaHCO3 solution
  3. extractionthe resultant solution was extracted with EtOAc
  4. customThe organic layer was separated
  5. dry with materialdried over MgSO4
  6. filtrationAfter filtration
  7. customthe solvent was evaporated in vacuo
  8. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-21bad7fe322e4141a5c3d94bce07acca
Source dataset
uspto-grants-2008_02
Patent number
US07332623B2

Reaction notes

Loading…