HCID 15672396, compound → HCID 15672397, compound

HRID 2225870Notes

Reaction equation

HRID 2225870 reaction equation
C[O:2][CH:3](OC)[C:4]1[CH:5]=[C:6]([C:14]([O:16][CH3:17])=[O:15])[C:7]([C:10]([O:12][CH3:13])=[O:11])=[N:8][CH:9]=1>Cl.O1CCCC1>[CH:3]([C:4]1[CH:5]=[C:6]([C:14]([O:16][CH3:17])=[O:15])[C:7]([C:10]([O:12][CH3:13])=[O:11])=[N:8][CH:9]=1)=[O:2]

Participants

4

Reactant 1

HCID 15672396HCID 15672396, compound

Product 1

HCID 15672397HCID 15672397, compoundYield 84.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of dimethyl 5-dimethoxymethylpyridine-2,3-dicarboxylate (6.57 g, 0.024 mol) in 2N HCl (15 mL) and tetrahydrofuran (25 mL) is stirred at reflux temperature for 2 hours. The tetrahydrofuran is removed in vacuo, the aqueous solution is diluted with water (to 30 mL) and extracted with methylene chloride. The combined methylene chloride extracts are dried over anhydrous magnesium sulfate and concentrated in vacuo to yield the title compound (4.51 g, 82%) as a yellow solid, mp 75°-77° C., identified by IR and NMR spectral analyses.

Workup

  1. temperatureat reflux temperature for 2 hours
  2. customThe tetrahydrofuran is removed in vacuo
  3. additionthe aqueous solution is diluted with water (to 30 mL)
  4. extractionextracted with methylene chloride
  5. dry with materialThe combined methylene chloride extracts are dried over anhydrous magnesium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-313c219529344f6db48b4237fe1594fb
Source dataset
uspto-grants-1994_09
Patent number
US05344935

Reaction notes

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