Methanol → HCID 53749415, compound

HRID 1637748Notes

Reaction equation

HRID 1637748 reaction equation
[CH2:1]([N:3]([CH2:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1)[CH2:4][CH3:5])[CH3:2].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].[CH3:25][OH:26].OS(O)(=O)=O>O>[CH2:1]([N:3]([CH2:6][C:7]1[CH:8]=[CH:9][N:10]=[C:11]([CH2:25][OH:26])[CH:12]=1)[CH2:4][CH3:5])[CH3:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 62648Ammonium PersulfateHCID 12539734HCID 12539734, compound

Product 1

HCID 53749415HCID 53749415, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Treatment of 4-(N,N-diethylaminomethyl)pyridine (2.0 g, 12.20 mmol) with ammonium persulfate (5.56 g, 24.4 g, 2.0 equiv.), methanol (22 ml), water (11 ml) and concentrated H2SO4 (2.76 g, 28.18 mmol, 2.31 equiv.) as described for Cpd #214 gave 0.697 g (29%) of 4-(N,N-diethylaminomethyl)-2-hydroxymethylpyridine.

Sources & evidence

ORD record
ord-861ebefcc98f4d0fa5e07b075a2202c4
Source dataset
uspto-grants-2000_03
Patent number
US06043248

Reaction notes

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