Methyl Isobutyl Ketone → HCID 13209812, compound

HRID 1413041Notes

Reaction equation

HRID 1413041 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[O:5][C:6]1[N:11]=[CH:10][C:9]([Cl:12])=[CH:8][N:7]=1.Cl[C:17]1[N:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[N:18]=1.CC(CC(C)C)=O.C(=O)([O-])[O-].[K+].[K+]>O>[Cl:12][C:9]1[CH:8]=[N:7][C:6]([O:5][C:4]2[CH:13]=[CH:14][CH:15]=[C:2]([O:1][C:17]3[N:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[N:18]=3)[CH:3]=2)=[N:11][CH:10]=1

Participants

6

Reactant 4

HCID 7909Methyl Isobutyl KetoneHCID 11430Potassium CarbonateHCID 205502-Chloro-4,6-dimethylpyrimidineHCID 132098113-[(5-Chloropyrimidin-2-yl)oxy]phenol

Product 1

HCID 13209812HCID 13209812, compoundYield 39.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-(3-hydroxyphenoxy)-5-chloropyrimidine (2.22 g), 2-chloro-4,6-dimethylpyrimidine (1.43 g), isobutyl methyl ketone (25 ml) and anhydrous potassium carbonate (1.52 g) was heated under reflux for a period of 48 hours. The reaction mixture was diluted with water and the aqueous mixture was extracted with chloroform. The chloroform extract was dried and the solvent was removed by distillation under reduced pressure to give a pale yellow solid. The solid was recrystallised from ethanol to give the title compound (1.3 g), m.p. 142° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for a period of 48 hours
  3. extractionthe aqueous mixture was extracted with chloroform
  4. extractionThe chloroform extract
  5. customwas dried
  6. customthe solvent was removed by distillation under reduced pressure
  7. customto give a pale yellow solid
  8. customThe solid was recrystallised from ethanol

Sources & evidence

ORD record
ord-e8e9da868ae040929e1597198fd7b472
Source dataset
uspto-grants-1981_02
Patent number
US04248619

Reaction notes

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