Reaktion #1973968

Reaktionsgleichung

2,4,6-triiodophenol

trimethylsilyldiazomethane

methanol

→

1,3,5-triiodo-2-methoxybenzene

Lösungsmittel

MTBE

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto give a yellow solution
2. 2
   TemperaturThe solution was cooled in an ice bath
3. 3
   Sonstigeresulting in calm bubbling
4. 4
   SonstigeThe vessel was sealed
5. 5
   SonstigeThe reaction solution was partitioned between EtOAc and water
6. 6
   Waschenthe organic layer was washed with 1M HCl, saturated NaHCO3, and saturated NaCl
7. 7
   TrocknenThe EtOAc was dried (MgSO4)
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated
10. 10
    Sonstigeto give a tan solid that
11. 11
    Sonstigewas used without purification (4.8 g, 94%)

Vorschrift

In a 250 mL pressure vessel was added 2,4,6-triiodophenol (5 g, 10.60 mmol) in MTBE (60 ml) to give a yellow solution. The solution was cooled in an ice bath and 2.0M trimethylsilyldiazomethane (7.95 ml, 15.90 mmol) was added at a fast drip followed by dropwise addition of methanol (6 mL) resulting in calm bubbling. The vessel was sealed and stirred at room temperature for 4 h. The reaction solution was partitioned between EtOAc and water and the organic layer was washed with 1M HCl, saturated NaHCO3, and saturated NaCl. The EtOAc was dried (MgSO4), filtered and concentrated to give a tan solid that was used without purification (4.8 g, 94%).

Quelle