4-Methylpyridine → HCID 178526221, compound

HRID 1106243Notes

Reaction equation

HRID 1106243 reaction equation
C([Li])CCC.[N:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1.[Mn:13]([Cl:16])([Cl:15])=[O:14]>CCCCCC.C1COCC1>[N:6]1[CH:11]=[CH:10][C:9]([CH2:12][Mn:13]([Cl:16])([Cl:15])=[O:14])=[CH:8][CH:7]=1

Participants

6

Reactant 3

HCID 79634-MethylpyridineHCID 178418339ButyllithiumHCID 178526220HCID 178526220, compound

Product 1

HCID 178526221HCID 178526221, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

Under argon, butyl lithium in hexane (8.35 ml, 1.6 M solution) was added to a solution of 4-picoline (1.23 g) in THF (25 ml) at -30° C. slowly over 20 mins. The solution was then stirred at room temperature for 1 hr and anhydrous manganous chloride (1.51 g) added at 0° C. The suspension was stirred for ca. 3/4 hr at room temperature.

Workup

  1. stirringThe suspension was stirred for ca. 3/4 hr at room temperature

Sources & evidence

ORD record
ord-7aac3c2d17524f229c58fc7cb5509f2d
Source dataset
uspto-grants-1982_01
Patent number
US04312874

Reaction notes

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