Hydrochloric Acid → HCID 13469482, compound

HRID 614591Notes

Reaction equation

HRID 614591 reaction equation
C([O:3][CH:4](OCC)[C:5]1[NH:6][C:7]([CH:28](OCC)[O:29]CC)=[C:8]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:22])[C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12])C.Cl>CC(C)=O>[CH:4]([C:5]1[NH:6][C:7]([CH:28]=[O:29])=[C:8]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:22])[C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13469458HCID 13469458, compound

Product 1

HCID 13469482HCID 13469482, compoundYield 109.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of diethyl 2,6-bis(diethoxymethyl)-4-(2-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (1.7 g) in acetone (17 ml) was added 6N-hydrochloric acid (1.5 ml) and stirred at room temperature for 3 hours. After removing the solvent, the residue was extracted with diethyl ether and the extract was washed with water and dried. The solvent was removed from the extract to give diethyl 2,6-diformyl-4-(2-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (1.35 g). The product was recrystallized from diethyl ether to give pure yellowish granules, m.p. 85° to 86° C.

Workup

  1. customAfter removing the solvent
  2. extractionthe residue was extracted with diethyl ether
  3. washthe extract was washed with water
  4. customdried
  5. customThe solvent was removed from the
  6. extractionextract

Sources & evidence

ORD record
ord-ed0116956b5e46fc8a0233ddf74c1fbf
Source dataset
uspto-grants-1979_03
Patent number
US04145432

Reaction notes

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