Water → HCID 14276130, compound

HRID 1165201Notes

Reaction equation

HRID 1165201 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:19]=[CH:18][C:7]([CH2:8][O:9][C:10]2[CH:17]=[CH:16][C:13]([CH2:14][OH:15])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.Cl[C:21]1[N:26]=[C:25]([CH3:27])[N:24]([CH2:28][CH3:29])[C:23](=[O:30])[C:22]=1[CH3:31].O>O1CCOCC1>[CH3:27][C:25]1[N:24]([CH2:28][CH3:29])[C:23](=[O:30])[C:22]([CH3:31])=[C:21]([O:15][CH2:14][C:13]2[CH:16]=[CH:17][C:10]([O:9][CH2:8][C:7]3[CH:18]=[CH:19][C:4]([F:3])=[CH:5][CH:6]=3)=[CH:11][CH:12]=2)[N:26]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 2737278{4-[(4-Fluorophenyl)methoxy]phenyl}methanolHCID 15058927HCID 15058927, compound

Product 1

HCID 14276130HCID 14276130, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Sodium hydride (55% in mineral oil) (0.23 g) was suspended in 10 ml of dioxane, and then 1.24 g of 4-(4'-fluorobenzyloxy)benzyl alcohol was added thereto. The resulting mixture was stirred for one hour at room temperature, then incorporated with 1.00 g of 6-chloro-2,5-dimethyl-3-ethyl-4(3H)-pyrimidinone and stirred for 15 hours. The resulting solution was poured into water, and the resulting crystals were filtered off and recrystallized from a benzene-hexane mixture to give 1.83 g of the intended product.

Workup

  1. stirringstirred for 15 hours
  2. filtrationthe resulting crystals were filtered off
  3. customrecrystallized from a benzene-hexane mixture

Sources & evidence

ORD record
ord-5b95329b0011406bb44a865221f1f223
Source dataset
uspto-grants-1990_03
Patent number
US04908379

Reaction notes

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