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

HRID 2380356Notes

Reaction equation

HRID 2380356 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), 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)
  3. custom(m,p.=71° C.)

Sources & evidence

ORD record
ord-2197adf6b91d4a55955e9543cf23c974
Source dataset
uspto-grants-1994_11
Patent number
US05366982

Reaction notes

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