Citric Acid → HCID 131712654, compound

HRID 1106204Notes

Reaction equation

HRID 1106204 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].Br[CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14].[OH-].[C:17]([OH:29])(=[O:28])[CH2:18][C:19]([CH2:24][C:25]([OH:27])=[O:26])([C:21]([OH:23])=[O:22])[OH:20]>C(#N)C.[OH-].[Na+]>[C:17]([O-:29])(=[O:28])[CH2:18][C:19]([CH2:24][C:25]([O-:27])=[O:26])([C:21]([O-:23])=[O:22])[OH:20].[CH3:14][C:13]([CH3:15])=[CH:12][CH2:11][N+:6]1[CH:7]=[CH:8][CH:9]=[C:4]([C:1](=[O:3])[CH3:2])[CH:5]=1.[CH3:14][C:13]([CH3:15])=[CH:12][CH2:11][N+:6]1[CH:7]=[CH:8][CH:9]=[C:4]([C:1](=[O:3])[CH3:2])[CH:5]=1.[CH3:14][C:13]([CH3:15])=[CH:12][CH2:11][N+:6]1[CH:7]=[CH:8][CH:9]=[C:4]([C:1](=[O:3])[CH3:2])[CH:5]=1

Participants

7

Reactant 4

HCID 311Citric AcidHCID 961HydroxideHCID 95893-AcetylpyridineHCID 700922-Butene, 1-bromo-3-methyl-

Product 1

HCID 131712654HCID 131712654, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 14798Sodium HydroxideSolvent

Procedure

3-Acetylpyridine is reacted with 1-bromo-3-methyl-2-butene in acetonitrile; the halide intermediate is converted to the hydroxide in methanolic sodium hydroxide, and then reacted with citric acid.

Sources & evidence

ORD record
ord-857fe28dfbea46d582099afa4678bd44
Source dataset
uspto-grants-1982_01
Patent number
US04312367

Reaction notes

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