Citric Acid → HCID 86738218, compound

HRID 1106201Notes

Reaction equation

HRID 1106201 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH3:7])=[CH:3][CH:2]=1.[CH3:8][C:9]([CH3:13])=[CH:10][CH2:11]Br.[OH-].[C:15]([OH:27])(=[O:26])[CH2:16][C:17]([CH2:22][C:23]([OH:25])=[O:24])([C:19]([OH:21])=[O:20])[OH:18]>C(#N)C>[C:15]([O-:27])(=[O:26])[CH2:16][C:17]([CH2:22][C:23]([O-:25])=[O:24])([C:19]([O-:21])=[O:20])[OH:18].[CH3:8][C:9]([CH3:13])=[CH:10][CH2:11][N+:1]1[CH:6]=[CH:5][C:4]([CH3:7])=[CH:3][CH:2]=1.[CH3:8][C:9]([CH3:13])=[CH:10][CH2:11][N+:1]1[CH:6]=[CH:5][C:4]([CH3:7])=[CH:3][CH:2]=1.[CH3:8][C:9]([CH3:13])=[CH:10][CH2:11][N+:1]1[CH:6]=[CH:5][C:4]([CH3:7])=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 311Citric AcidHCID 961HydroxideHCID 79634-MethylpyridineHCID 700922-Butene, 1-bromo-3-methyl-

Product 1

HCID 86738218HCID 86738218, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Picoline is reacted with 3-methyl-2-butenyl bromide in acetonitrile; the halide intermediate is converted to the hydroxide with Rexyn 201, and then reacted with citric acid.

Sources & evidence

ORD record
ord-841bdc2f5f7e46738c99d16f29190b2b
Source dataset
uspto-grants-1982_01
Patent number
US04312367

Reaction notes

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