Methyl iodide → 1-(3-Iodopropyl)-4-methoxybenzene

HRID 481570

Reaction equation

HRID 481570 reaction equation
[C:1](=O)([O-])[O-].[K+].[K+].IC.[OH:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][I:19])=[CH:12][CH:11]=1>CC(C)=O>[CH3:1][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][I:19])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 115869933-(4-Hydroxyphenyl)-1-iodopropane

Product 1

HCID 140406651-(3-Iodopropyl)-4-methoxybenzeneYield 73.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
70 °C

Procedure

Anhydrous potassium carbonate (4.14 g, 30.0 mmol), iodomethane (3.74 mL, 60.0 mmol), and 3-(4-hydroxyphenyl)-1-iodopropane (1.58 g, 6.0 mmol) were added to acetone (25 mL) at rt. The mixture was heated to 70° C. for 8 h. The resulting solution was gravity filtered to remove salts and the filtrate was concentrated in vacuo to afford 3-(4-methoxyphenyl)-1-iodopropane (1.22 g, 73%).

Workup

  1. filtrationfiltered
  2. customto remove salts
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-a72ace68c28248bdae7abf8cd42f4786
Source dataset
uspto-grants-1998_08
Patent number
US05789434

Linked notes

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