Sodium Bicarbonate → HCID 11788497, compound

HRID 1357756Notes

Reaction equation

HRID 1357756 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2OCC[O:9]2)=[CH:4][C:3]=1[S:13][CH3:14].C(=O)(O)[O-].[Na+]>C(#N)C.C(OCC)(=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][C:3]=1[S:13][CH3:14]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 11481242HCID 11481242, compound

Product 1

HCID 11788497HCID 11788497, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of the product from Example 226B (1.4 g, 6.7 mmol) in acetonitrile (50 mL) was added 2.OM HCI (50 mL) and the reaction mixture was allowed to stir for 2 hours at room temperature. The reaction mixture was poured onto a mixture of ice and saturated aqueous sodium bicarbonate, diluted with ethyl acetate, and the layers were separated. The organic layer was dried (Na2SO4), concentrated, and purified by flash chromatography (hexanes/ethyl acetate 5:1) to provide 1,1 g of the title compound.

Workup

  1. customthe layers were separated
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. concentrationconcentrated
  4. custompurified by flash chromatography (hexanes/ethyl acetate 5:1)

Sources & evidence

ORD record
ord-11520e61a8ae41f0a1706eb76057ac56
Source dataset
uspto-grants-2003_07
Patent number
US06593335B1

Reaction notes

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