Sodium Bicarbonate → HCID 59398406, compound

HRID 2193284Notes

Reaction equation

HRID 2193284 reaction equation
[O:1]1CCO[CH:2]1[CH2:6][N:7]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([C:17]([O:19][CH3:20])=[O:18])[C:11]=2[CH:10]=[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]=[CH:10][C:11]2[C:12]([C:17]([O:19][CH3:20])=[O:18])=[CH:13][CH:14]=[CH:15][C:16]=2[N:7]1[CH2:6][CH:2]=[O:1]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 59397945HCID 59397945, compound

Product 1

HCID 59398406HCID 59398406, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

22 mg of methyl 1-(1,3-dioxolan-2-ylmethyl)-1,2-dihydro-2-oxoquinoline-5-carboxylate was dissolved in 2 mL of 50% 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-5-carboxylate as a colorless 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-9c02787a77a446fda004dcaa5648413c
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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