1-Butanol → HCID 13061613, compound

HRID 1679348Notes

Reaction equation

HRID 1679348 reaction equation
[K].Cl[C:3]1[N:8]=[C:7](Cl)[C:6]([F:10])=[CH:5][N:4]=1.[CH2:11]([OH:15])[CH2:12][CH2:13][CH3:14]>>[CH2:11]([O:15][C:3]1[N:8]=[C:7]([O:15][CH2:11][CH2:12][CH2:13][CH3:14])[C:6]([F:10])=[CH:5][N:4]=1)[CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 3

HCID 2631-ButanolHCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 5462222Potassium

Product 1

HCID 13061613HCID 13061613, compoundYield 85.1%

Procedure

A 9.8 g quantity of metal potassium is dissolved in 300 ml of absolute n-butanol, 16.7 g of 2,4-dichloro-5-fluoropyrimidine is added to the solution and the mixture is stirred at 60° to 70° C for 5 hours. After the reaction, the solvent is distilled off, 50 ml of water is added to the residue and the mixture is extracted with 300 ml of toluene. The toluene layer is washed with water, dried and concentrated. The concentrate is distilled at reduced pressure to give 20.6 g of colorless oily 2,4-di(n-butoxy)-5-fluoropyrimidine in a yield of 85.1 %, b.p. 125°-126° C/3-4 mm Hg.

Workup

  1. customAfter the reaction
  2. distillationthe solvent is distilled off
  3. addition50 ml of water is added to the residue
  4. extractionthe mixture is extracted with 300 ml of toluene
  5. washThe toluene layer is washed with water
  6. customdried
  7. concentrationconcentrated
  8. distillationThe concentrate is distilled at reduced pressure

Sources & evidence

ORD record
ord-0956775630b24c1a993a15e9f030d836
Source dataset
uspto-grants-1978_03
Patent number
US04080455

Reaction notes

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