4-Methylpyridine → HCID 178526221, compound

HRID 1106242Notes

Reaction equation

HRID 1106242 reaction equation
C([Li])CCC.[N:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1.[Cl-:13].[Mn+2:14].[Cl-:15].C1C[O:19]CC1>CCCCCC>[N:6]1[CH:11]=[CH:10][C:9]([CH2:12][Mn:14]([Cl:15])([Cl:13])=[O:19])=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 79634-MethylpyridineHCID 8028TetrahydrofuranHCID 10313134Manganese(2+) dichlorideHCID 178418339Butyllithium

Product 1

HCID 178526221HCID 178526221, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Under argon, butyl lithium in hexane (4.1 ml, 1.6 M solution) was added to a solution of 4-picoline (0.58 ml) in THF (25 ml) at -30° C. The solution was stirred for 1 hr at room temperature then cooled to 0° C. and anhydrous manganese chloride (0.76 g) added. The reaction was then stirred at room temperature for 1 hr.

Workup

  1. temperaturethen cooled to 0° C.
  2. stirringThe reaction was then stirred at room temperature for 1 hr

Sources & evidence

ORD record
ord-24eaee89a5e64c9b9eca005ea440edf6
Source dataset
uspto-grants-1982_01
Patent number
US04312874

Reaction notes

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