Benzyl Alcohol → HCID 12900144, compound

HRID 1679355Notes

Reaction equation

HRID 1679355 reaction equation
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Cl[C:12]1[NH:17][C:16](=[O:18])[C:15]([F:19])=[CH:14][N:13]=1>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:12]1[NH:17][C:16](=[O:18])[C:15]([F:19])=[CH:14][N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 2553942-Chloro-5-fluoropyrimidin-4(3H)-one

Product 1

HCID 12900144HCID 12900144, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 100 ml quantity of benzyl alcohol and 7.2 g of sodium hydride are added to 100 ml of absolute toluene, and the mixture is refluxed for 1 hour. Subsequently 14.9 g of 2-chloro-5-fluoropyrimidin-4-one is added to the reaction mixture, and the resulting mixture is heated in a sealed tube at 140° to 150° C for 6 hours for reaction. The reaction mixture is further treated in the same manner as in Example 6 to give 17.2 g of white crystalline 2-benzyloxy-5-fluoropyrimidin-4-one in a yield of 78.2 %, m.p. 146°-147° C.

Workup

  1. temperaturethe mixture is refluxed for 1 hour
  2. temperaturethe resulting mixture is heated in a sealed tube at 140° to 150° C for 6 hours for reaction
  3. additionThe reaction mixture is further treated in the same manner as in Example 6

Sources & evidence

ORD record
ord-f5064ed61587494b9b844b68a7743516
Source dataset
uspto-grants-1978_03
Patent number
US04080455

Reaction notes

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