4,6-Diphenyl-2-pyridone → Methyl 2,2-dimethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoate

HRID 2396526Notes

Reaction equation

HRID 2396526 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][CH2:24][C:25]([CH3:31])([CH3:30])[C:26]([O:28][CH3:29])=[O:27]>C(=O)([O-])[O-].[Ag+2].C1(C)C=CC=CC=1>[CH3:30][C:25]([CH3:31])([CH2:24][CH2:23][CH2:22][CH2:21][O:19][C:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:12]=[C:11]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:10]=1)[C:26]([O:28][CH3:29])=[O:27]

Participants

5

Reactant 2

HCID 38462014,6-Diphenyl-2-pyridoneHCID 15666632Methyl 6-bromo-2,2-dimethylhexanoate

Product 1

HCID 11741909Methyl 2,2-dimethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoate

Reagents, catalysts & solvents 2

HCID 178418647HCID 178418647, compoundCatalystHCID 1140TolueneSolvent

Procedure

The procedure In Example 4 is followed but using 4,6-diphenyl-2-pyridinone (4 g), methyl 6-bromo-2,2-dimethylhexanoate (5.8 g) (prepared according to the method described in Patent EP 108 592), silver carbonate (2.3 g) and toluene (150 cc). The product is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 95-5, brown oil)

Workup

  1. customprepared
  2. customThe product is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 95-5, brown oil)

Sources & evidence

ORD record
ord-1762d633dc7c4c41813b4013c92c579f
Source dataset
uspto-grants-1996_02
Patent number
US05492915

Reaction notes

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