Methyl iodide → HCID 10104473, compound

HRID 1111108Notes

Reaction equation

HRID 1111108 reaction equation
[OH:1][C:2]1([C:8]2[CH:9]=[CH:10][C:11]([O:14]C)=[N:12][CH:13]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.CI.[C:18](=O)([O-])[O-].[K+].[K+]>C(#N)C>[OH:1][C:2]1([C:8]2[CH:9]=[CH:10][C:11](=[O:14])[N:12]([CH3:18])[CH:13]=2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 10352983HCID 10352983, compound

Product 1

HCID 10104473HCID 10104473, compoundYield 81.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 5-(1-hydroxycyclohexyl)-2-methoxypyridine (17.1 g), methyl iodide (11.7 g) and potassium carbonate (22.8 g) was heated in 330 mL of refluxing acetonitrile for 18 hours. The mixture was cooled and filtered, and the solids were washed with methanol. The filtrate was concentrated to yield 14.0 g of powder, which was used in subsequent reactions without further purification.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. washthe solids were washed with methanol
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-b7355fc8543a49738b2422e68d186eaa
Source dataset
uspto-grants-1990_12
Patent number
US04978663

Reaction notes

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