Bromomethyl 4-methoxyphenyl ketone → 4-Tert-butyl-1-(2-oxo-2-phenylethyl)pyridinium bromide

HRID 596717Notes

Reaction equation

HRID 596717 reaction equation
CO[C:3]1[CH:12]=[CH:11][C:6]([C:7](=[O:10])[CH2:8][Br:9])=[CH:5][CH:4]=1.C(Br)C(C1C=CC=CC=1)=O.[C:23]([C:27]1[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=1)([CH3:26])([CH3:25])[CH3:24]>N1C=CC=CC=1>[Br-:9].[CH2:8]([N+:30]1[CH:31]=[CH:32][C:27]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:28][CH:29]=1)[C:7]([C:6]1[CH:11]=[CH:12][CH:3]=[CH:4][CH:5]=1)=[O:10]

Participants

5

Reactant 3

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 6259Phenacyl bromideHCID 198784-tert-Butylpyridine

Product 1

HCID 224626374-Tert-butyl-1-(2-oxo-2-phenylethyl)pyridinium bromide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Employing the procedure of Example I above but replacing 4-methoxyphenacyl bromide with a substantially equimolecular amount of phenacyl bromide and replacing pyridine with a substantially equimolecular amount of 4-tert.butylpyridine there is obtained N-(phenacyl) 4-tert.butylpyridinium bromide, a white solid melting at 247-248° C., and which is soluble in water.

Sources & evidence

ORD record
ord-959a8d7f5df943bf90aac45c9708ec83
Source dataset
uspto-grants-1977_03
Patent number
USRE029153

Reaction notes

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