Methyl iodide → HCID 22117250, compound

HRID 1275908Notes

Reaction equation

HRID 1275908 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:6][O:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)=[N:3]1.[CH2:18]([Li])CCC.CI>O1CCCC1>[CH3:1][C:2]1([CH3:17])[CH2:6][O:5][C:4]([C:7]2[CH:8]=[CH:9][C:10]([C:13]([F:16])([F:14])[F:15])=[CH:11][C:12]=2[CH3:18])=[N:3]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10263798HCID 10263798, compoundHCID 178418339Butyllithium

Product 1

HCID 22117250HCID 22117250, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-65 °C

Procedure

To a solution of the product from step (i) (9.5 g) in tetrahydrofuran (40ml) at -60° C. was added n-butyllithium (17 ml of a 2.5M solution in hexanes) dropwise. The mixture was stirred at -65° C. for 1 hour and methyl iodide (12 ml) was added. The mixture was stirred at room temperature for 1 hour and quenched with brine. The organic phase was dried (MgSO4) and evaporated. Yield 9.56 g. Used directly in the next step.

Workup

  1. stirringThe mixture was stirred at room temperature for 1 hour
  2. customquenched with brine
  3. dry with materialThe organic phase was dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-5fd58d15ea874cfe933f7a3450855867
Source dataset
uspto-grants-2000_12
Patent number
US06162808

Reaction notes

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