Methyl iodide → 4-tert-Butyl-2-(methanesulfonyl)-1-methoxybenzene

HRID 543373Notes

Reaction equation

HRID 543373 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([S:13]([OH:15])=[O:14])[C:8]([O:11][CH3:12])=[CH:9][CH:10]=1)([CH3:4])[CH3:3].[CH2:16](N(CC)CC)C.IC>CC(C)=O>[CH3:4][C:2]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([S:13]([CH3:16])(=[O:15])=[O:14])[CH:6]=1)([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8471TriethylamineHCID 13210234HCID 13210234, compound

Product 1

HCID 127215654-tert-Butyl-2-(methanesulfonyl)-1-methoxybenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

17.4 g (0.076 mol) of 3-(1,1-dimethylethyl)-6-methoxybenzenesulfinic acid are suspended in 120 ml of acetone, and 13.3 ml (0.095 mol) of triethylamine and 8.5 ml (0.12 mol) of iodomethane are added. The mixture is stirred at room temperature for 2 hours and then poured onto ice-water. The precipitate which separates out is filtered off with suction and recrystallized from N-butanol.

Workup

  1. additionpoured onto ice-water
  2. filtrationThe precipitate which separates out is filtered off with suction
  3. customrecrystallized from N-butanol

Sources & evidence

ORD record
ord-7fa0fd4a64fa42e292b09e0f1c4eef59
Source dataset
uspto-grants-1987_04
Patent number
US04661636

Reaction notes

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