Hydrochloric Acid → HCID 13388351, compound

HRID 1164588Notes

Reaction equation

HRID 1164588 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH:25](OCC)[O:26]CC)=[C:5]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9].Cl>CC(C)=O>[CH3:1][C:2]1[NH:3][C:4]([CH:25]=[O:26])=[C:5]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13469459HCID 13469459, compound

Product 1

HCID 13388351HCID 13388351, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of diethyl 2-methyl-4-(2-chlorophenyl)-6-diethoxymethyl-1,4-dihydropyridine-3,5-dicarboxylate (452 mg) in acetone (5 ml) was added 6N-hydrochloric acid (0.2 to 0.3 ml) and stirred at room temperature for an hour. After removing acetone, the residue was extracted with ethyl acetate twice and the extract was washed with water and dried. The solvent was removed from the extract to give diethyl 2-methyl-4-(2-chlorophenyl)-6-formyl-1,4-dihydropyridine-3,5-dicarboxylate. The product was recrystallized from a mixture of n-hexane and diethyl ether to give the pure product, m.p. 87° to 88° C.

Workup

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

Sources & evidence

ORD record
ord-d4db8e23569e4c83b350203cb3a1641b
Source dataset
uspto-grants-1983_01
Patent number
US04370334

Reaction notes

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