4,6-Diphenyl-2-pyridone → 2,2-Dimethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanonitrile

HRID 2396533Notes

Reaction equation

HRID 2396533 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]([CH3:29])([CH3:28])[C:26]#[N:27]>C(=O)([O-])[O-].[Ag+2].C1(C)C=CC=CC=1>[CH3:28][C:25]([CH3:29])([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]#[N:27]

Participants

5

Reactant 2

HCID 38462014,6-Diphenyl-2-pyridoneHCID 46382156-Bromo-2,2-dimethylhexanenitrile

Product 1

HCID 117266542,2-Dimethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanonitrile

Reagents, catalysts & solvents 2

HCID 178418647HCID 178418647, compoundCatalystHCID 1140TolueneSolvent

Procedure

The procedure in Example 4 is followed but using 4,6-diphenyl-2-pyridinone (6.3 g)0 6-bromo-2,2-dimethylhexanonitrile (2.60 g) (prepared according to the method of M. Larcheveque et al., Bull. Soc. Chim. Fr., 1710 (1974)), silver carbonate (3.5 g) and toluene (300 cc). The product is purified by chromatography under pressure on silica gel (30-60 mm); eluent: n-hexane-ethyl acetate 9.5-0.5).yellowish solid. (m.p.=71° C.)

Workup

  1. customprepared
  2. customThe product is purified by chromatography under pressure on silica gel (30-60 mm)

Sources & evidence

ORD record
ord-7afbcd130cc8444681e63ff92ff73ae2
Source dataset
uspto-grants-1996_02
Patent number
US05492915

Reaction notes

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