3-Bromo-1-propanol → 3-[(4,6-Diphenyl-2-pyridyl)oxy]-1-propanol

HRID 2396508Notes

Reaction equation

HRID 2396508 reaction equation
[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][C:9](=[O:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:21][CH2:22][CH2:23][OH:24]>C(=O)([O-])[O-].[Ag+2].C1(C)C=CC=CC=1>[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:10]=[C:9]([O:19][CH2:21][CH2:22][CH2:23][OH:24])[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 123083-Bromo-1-propanolHCID 38462014,6-Diphenyl-2-pyridone

Product 1

HCID 189872833-[(4,6-Diphenyl-2-pyridyl)oxy]-1-propanol

Reagents, catalysts & solvents 2

HCID 178418647HCID 178418647, compoundCatalystHCID 1140TolueneSolvent

Procedure

The procedure in Example 4 is followed but using 4,6-diphenyl-2-pyridone (15 g), freshly distilled 3-bromo-1-propanol (16.5 cc), silver carbonate (8.4 g) and toluene (600 cc). The reaction mixture is refluxed for 144 hours. The product is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 7-3). (white solid; m.p.=94° C.)

Workup

  1. temperatureThe reaction mixture is refluxed for 144 hours
  2. customThe product is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 7-3)

Sources & evidence

ORD record
ord-3ba0fce85e394da99a4bd7067d820af7
Source dataset
uspto-grants-1996_02
Patent number
US05492915

Reaction notes

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