Sodium Bicarbonate → HCID 59397852, compound

HRID 2193287Notes

Reaction equation

HRID 2193287 reaction equation
[O:1]1CCO[CH:2]1[CH2:6][N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]([O:19][CH3:20])=[O:18])=[CH:9][C:8]1=[O:21].C(=O)([O-])O.[Na+]>FC(F)(F)C(O)=O>[O:21]=[C:8]1[CH:9]=[C:10]([C:17]([O:19][CH3:20])=[O:18])[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:7]1[CH2:6][CH:2]=[O:1]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 59397950HCID 59397950, compound

Product 1

HCID 59397852HCID 59397852, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

0.10 mg of methyl 1-(1,3-dioxolan-2-ylmethyl)-1,2-dihydro-2-oxoquinoline-4-carboxylate was dissolved in 3 mL of 67% aqueous trifluoroacetic acid solution, and stirred at room temperature for 11.5 hours. After the reaction mixture was alkalized by adding aqueous saturated sodium hydrogen carbonate solution, it was extracted with ethyl acetate. The organic layer was washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give methyl 2-oxo-1-(2-oxoethyl)-1,2-dihydroquinoline-4-carboxylate as a yellow oil.

Workup

  1. extractionwas extracted with ethyl acetate
  2. washThe organic layer was washed with aqueous saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ec6b14fac4bd480582942bbf2d10722a
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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