Hydrochloric Acid → HCID 15672407, compound

HRID 2248248Notes

Reaction equation

HRID 2248248 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[C:8]([C:16]([O:18]C)=[O:17])[C:9]([C:12]([O:14]C)=[O:13])=[N:10][CH:11]=1.[OH-].[K+].Cl>CO>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[C:8]([C:16]([OH:18])=[O:17])[C:9]([C:12]([OH:14])=[O:13])=[N:10][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 15672402HCID 15672402, compound

Product 1

HCID 15672407HCID 15672407, compoundYield 108.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
62 °C

Procedure

5-(1,3-Dioxolan-2-yl)-2,3-pyridinedicarboxylic acid, dimethyl ester (2.86 g, 0.011 mol) in methanol is added dropwise to a mixture of potassium hydroxide (1.26 g, 0.022 mol) and methanol. The reaction mixture is heated for 3 hours and 30 minutes at about 62° C., cooled to room temperature, acidified to pH 1 with concentrated hydrochloric acid, filtered through diatomaceous earth and the filtrate is concentrated in vacuo to yield the title compound as a pale yellow powder (2.86 g, 100%), identified by IR and NMR spectral analyses.

Workup

  1. temperaturecooled to room temperature
  2. filtrationfiltered through diatomaceous earth
  3. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-835e876e40174f5d82bd686aa8bde4e4
Source dataset
uspto-grants-1991_08
Patent number
US05039333

Reaction notes

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