Lithium Hydroxide → HCID 89580764, compound

HRID 1479759Notes

Reaction equation

HRID 1479759 reaction equation
[CH:1]([N:5]1[CH:10]=[CH:9][C:8]([C:11]([O:13]C)=[O:12])=[CH:7][C:6]1=[O:15])([CH2:3][CH3:4])[CH3:2].[OH-].[Li+]>O1CCCC1.CO.O>[CH:1]([N:5]1[CH:10]=[CH:9][C:8]([C:11]([OH:13])=[O:12])=[CH:7][C:6]1=[O:15])([CH2:3][CH3:4])[CH3:2]

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 89580547HCID 89580547, compound

Product 1

HCID 89580764HCID 89580764, compoundYield 50.2%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 1-sec-butyl-2-oxo-1,2-dihydropyridine-4-carboxylate (209 mg, 1 mmol) in tetrahydrofuran (20 mL) and methanol (7 mL) was added lithium hydroxide (120 mg, 5 mmol) in water (7 mL), then stirred at room temperature for 12 hour, the reaction mixture was concentrated, to the residue was added water (10 mL), acidified with hydrochloric acid to PH=4, collected and dried the solid to give 1-sec-butyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid (98 mg, 50%). LRMS (M+H+) m/z: calcd for 195.09. found 195.

Workup

  1. concentrationthe reaction mixture was concentrated, to the residue
  2. additionwas added water (10 mL)
  3. customcollected
  4. customdried the solid

Sources & evidence

ORD record
ord-9d29e7648ac74543b663c6f528b4ee8c
Source dataset
uspto-grants-2016_08
Patent number
US09409865B2

Reaction notes

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