Acetone → 3-(3-Bromophenyl)-4-methoxy-1-methyl-5-phenylpyridinium trifluoromethanesulfonate

HRID 46582

Reaction equation

HRID 46582 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13](=[O:14])[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:11][N:10]([CH3:21])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:22]C(=O)C.N1C=CC=CC1=O.[F:33][C:34]([F:41])([F:40])[S:35]([O:38]C)(=[O:37])=[O:36]>C(Cl)(Cl)Cl>[F:33][C:34]([F:41])([F:40])[S:35]([O-:38])(=[O:37])=[O:36].[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[N+:10]([CH3:21])[CH:11]=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:13]=2[O:14][CH3:22])[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 88712-PyridoneHCID 9526Methyl triflateHCID 128792753-(3-Bromophenyl)-1-methyl-5-phenylpyridin-4(1H)-one

Product 1

HCID 233457723-(3-Bromophenyl)-4-methoxy-1-methyl-5-phenylpyridinium trifluoromethanesulfonate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A 10 g. portion of 3-(3-bromophenyl)-1-methyl-5-phenyl-4(1H)-pyridinone was made from 22 g. of the corresponding 2-propanone as described in Example 1. A 3.4 g. portion of the intermediate pyridinone was dissolved in chloroform and 1.8 g. of methyl trifluoromethanesulfonate was added. The reaction mixture was allowed to stand overnight, and the volatile portions were then evaporated under vacuum. The residue was identified as 3-(3-bromophenyl)-4-methoxy-1-methyl-5-phenylpyridinium trifluoromethanesulfonate, molecular weight 339 by mass spectroscopy.

Workup

  1. customthe volatile portions were then evaporated under vacuum

Sources & evidence

ORD record
ord-b4933e6ff4514b2a8f47b2d1faa81725
Source dataset
uspto-grants-1979_11
Patent number
US04174209

Linked notes

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