Hydrochloric Acid → HCID 13388356, compound

HRID 1759097Notes

Reaction equation

HRID 1759097 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH:28](OCC)[O:29]CC)=[C:5]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH2:20][CH:21]=[CH2:22])[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:28]=[O:29])=[C:5]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH2:20][CH:21]=[CH2:22])[C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20277285HCID 20277285, compound

Product 1

HCID 13388356HCID 13388356, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of diethyl 2-methyl-4-(2-allyloxyphenyl)-6-diethoxymethyl-1,4-dihydropyridine-3,5-dicarboxylate (1.5 g) in acetone (15 ml) was added 6N-hydrochloric acid (1.5ml) with stirring and the resultant mixture was further stirred for an hour and 45 minutes at room temperature. The solvent was removed, and addition of water to the residue resulted a yellowish suspension with precipitation of an oil, which was immediately solidified. After being allowed to stand for about 10 minutes, the precipitated solids were collected by filteration and washed with water and dried. Thus obtained crude crystals were recrystallized from a mixture of diisopropyl ether and acetone to give orange-yellow granules of diethyl 2-methyl-4-(2-allyloxyphenyl)-6-formyl-1,4-dihydropyridine-3,5-dicarboxylate, m.p. 129° to 131° C.

Workup

  1. customThe solvent was removed
  2. additionaddition of water to the residue
  3. customresulted a yellowish suspension
  4. customwith precipitation of an oil, which
  5. customthe precipitated solids were collected by filteration
  6. washwashed with water
  7. customdried
  8. customThus obtained crude crystals
  9. customwere recrystallized from a mixture of diisopropyl ether and acetone

Sources & evidence

ORD record
ord-58d465ff22f64ed49b6c44d8c4c8bdfd
Source dataset
uspto-grants-1982_07
Patent number
US04338322

Reaction notes

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