Methyl iodide → HCID 20377886, compound

HRID 2052419Notes

Reaction equation

HRID 2052419 reaction equation
Cl.[F:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([O:9][CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:8])=[CH:5][CH:4]=1.[CH3:19][I:20]>CC(C)=O>[CH3:19][I:20].[F:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([O:9][CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 20377895(Pyridin-3-yl)methyl 4-fluorobenzoate--hydrogen chloride (1/1)

Product 1

HCID 20377886HCID 20377886, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

4.4 g. of 3-[(4-fluorobenzoyl)-oxymethyl]-pyridine hydrochloride prepared according to Example 1 (a) are dissolved in 40 ml. of acetone and 3 g. of methyl iodide are added thereto. The reaction mixture is refluxed for 30 minutes and then cooled to 0° C. The precipitated quaternary salt is separated by filtration and recrystallized from 100 ml. of anhydrous ethanol. 4.2 g. of 3-[(4-fluorobenzoyl)-oxymethyl]-pyridine methyliodide (60% of theoretical yield) are obtained; m.p.: 132°-133° C.

Workup

  1. dissolutionare dissolved in 40 ml
  2. temperatureThe reaction mixture is refluxed for 30 minutes
  3. customThe precipitated quaternary salt is separated by filtration
  4. customrecrystallized from 100 ml

Sources & evidence

ORD record
ord-03a26ac6a7954575958f0883efb484e1
Source dataset
uspto-grants-1980_01
Patent number
US04184040

Reaction notes

Loading…