Benzyl Alcohol → HCID 12899210, compound

HRID 372672Notes

Reaction equation

HRID 372672 reaction equation
[Na].Cl[C:3]1[N:8]=[C:7](Cl)[C:6]([F:10])=[CH:5][N:4]=1.[CH2:11]([OH:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[CH2:11]([O:18][C:3]1[N:8]=[C:7]([O:18][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:6]([F:10])=[CH:5][N:4]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 5360545Sodium

Product 1

HCID 12899210HCID 12899210, compoundYield 87.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 5.8 g quantity of metal sodium is dissolved in a mixture of 100 ml of benzyl alcohol and 200 ml of toluene, 16.7 g of 2,4-dichloro-5-fluoropyrimidine is added to the solution, and the mixture is refluxed for 4 hours. The resulting reaction mixture is washed with water, dried and distilled at reduced pressure to give 27.0 g of colorless oily 2,4-di(benzyloxy)-5-fluoropyrimidine in a yield of 87.1%, b.p. 205°-206° C/3-4 mm Hg and m.p. 48.5°-49.5° C.

Workup

  1. additionis added to the solution
  2. temperaturethe mixture is refluxed for 4 hours
  3. customThe resulting reaction mixture
  4. washis washed with water
  5. customdried
  6. distillationdistilled at reduced pressure

Sources & evidence

ORD record
ord-a8e843f992ca45bcba1f266ee27e33f2
Source dataset
uspto-grants-1978_05
Patent number
US04092313

Reaction notes

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