Isoamyl Alcohol → HCID 19006783, compound

HRID 1742756Notes

Reaction equation

HRID 1742756 reaction equation
CCC([O-])(C)C.[Na+].Cl[C:9]1[C:10]([Cl:16])=[N:11][C:12]([Cl:15])=[N:13][CH:14]=1.[CH3:17][CH:18]([CH3:22])[CH2:19][CH2:20][OH:21]>>[Cl:15][C:12]1[N:11]=[C:10]([Cl:16])[CH:9]=[C:14]([O:21][CH2:20][CH2:19][CH:18]([CH3:22])[CH3:17])[N:13]=1

Participants

4

Reactant 3

HCID 31260Isoamyl Alcohol2×HCID 2372592,4,5-TrichloropyrimidineHCID 2733478Sodium 2-methylbutan-2-olate

Product 1

HCID 19006783HCID 19006783, compound

Conditions

Temperature
20 °C

Procedure

A solution of 28.6 g (0.26 mol) of sodium tert-amylate in 150 ml of 3-methylbutanol is stirred at 45°-50° C. for 30 minutes, cooled to 20° C. and added dropwise at -30° C. to a solution of 30 ml (0.26 mol) of trichloropyrimidine in 150 ml of 3-methylbutanol. When the solution has been added, the temperature is 0° C. The reaction mixture is left to stand overnight. The solvent is removed and the residue is taken up in 150 ml of water. Extraction three times with toluene, drying of the combined organic phases using MgSO4 and evaporation give 60.36 g (98.7% of theory) of the title compound.

Workup

  1. additionWhen the solution has been added
  2. customis 0° C
  3. waitThe reaction mixture is left
  4. customThe solvent is removed
  5. extractionExtraction three times with toluene
  6. customdrying of the combined organic phases
  7. customMgSO4 and evaporation

Sources & evidence

ORD record
ord-727a39cefb8f43d0a4b8c49057c9a15c
Source dataset
uspto-grants-1994_08
Patent number
US05340701

Reaction notes

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