Hydrochloric Acid → HCID 13955485, compound

HRID 1081525Notes

Reaction equation

HRID 1081525 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:21]=[CH:20][C:19]([C:22]([O:24]CC)=[O:23])=[CH:18][N:17]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH-].[K+].C(O)C.Cl>O>[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:17]=[CH:18][C:19]([C:22]([OH:24])=[O:23])=[CH:20][N:21]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 15919157HCID 15919157, compound

Product 1

HCID 13955485HCID 13955485, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

An eggplant type flask was charged with 2.6 g of the above Compound E, 0.8 g of potassium hydroxide, 45 ml of ethanol and 5 ml of water. The system was refluxed for one hour, and the resultant reaction liquid was poured into 100 ml of water, which was made acidic with hydrochloric acid and extracted with chloroform. The extract was dried over sodium sulfate, removed the solvent by distillation, and recrystallized with 50 ml of hexane. The crystalline product was recovered by filtration, and dried to provide 2.3 g of the object 2-(4-octyloxyphenyl)pyrimidine-5-carboxylic acid, which was the object product.

Workup

  1. temperatureThe system was refluxed for one hour
  2. customthe resultant reaction liquid
  3. extractionextracted with chloroform
  4. dry with materialThe extract was dried over sodium sulfate
  5. customremoved the solvent
  6. distillationby distillation
  7. customrecrystallized with 50 ml of hexane
  8. filtrationThe crystalline product was recovered by filtration
  9. customdried

Sources & evidence

ORD record
ord-e897b3cd66f342c3bdbf9d920f3f21f7
Source dataset
uspto-grants-1996_12
Patent number
US05587106

Reaction notes

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