Potassium Hydroxide → HCID 13219221, compound

HRID 615182Notes

Reaction equation

HRID 615182 reaction equation
[CH3:1][C:2]1[C:7]([C:8]([O:10]C(C)C)=[O:9])=[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:5]([C:23]([O:25][CH:26]([CH3:28])[CH3:27])=[O:24])=[C:4]([CH3:29])[N:3]=1.[OH-].[K+]>C(O)C.O>[CH:26]([O:25][C:23]([C:5]1[C:4]([CH3:29])=[N:3][C:2]([CH3:1])=[C:7]([C:8]([OH:10])=[O:9])[C:6]=1[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=1)=[O:24])([CH3:28])[CH3:27]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 1321922288258-18-8

Product 1

HCID 13219221HCID 13219221, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1 g (2.5 mmols) of diisopropyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate was heated under reflux for 5 hours in a solution of 140 mg (2.5 mmols) of potassium hydroxide in 10 ml of ethanol and 1 ml of water. After cooling down, the mixture was evaporated to dryness, the residue was taken up in water and extracted several times with chloroform. The aqueous phase was adjusted to pH 3 to 4 with dilute hydrochloric acid, the precipitated product was filtered off with suction and dissolved again with saturated sodium bicarbonate solution. After adding a little animal charcoal, the mixture was filtered and the filtrate was adjusted to pH 3 to 4 with dilute hydrochloric acid. The precipitated product was filtered off with suction and dried in vacuo.

Workup

  1. temperatureAfter cooling down
  2. customthe mixture was evaporated to dryness
  3. extractionextracted several times with chloroform
  4. filtrationthe precipitated product was filtered off with suction
  5. dissolutiondissolved again with saturated sodium bicarbonate solution
  6. additionAfter adding a little animal charcoal
  7. filtrationthe mixture was filtered
  8. filtrationThe precipitated product was filtered off with suction
  9. customdried in vacuo

Sources & evidence

ORD record
ord-85383c38ef3445e4bbc342c4614687b8
Source dataset
uspto-grants-1985_02
Patent number
US04497821

Reaction notes

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