Reacción #1973968

Ecuación de reacción

2,4,6-triiodophenol

trimethylsilyldiazomethane

methanol

→

1,3,5-triiodo-2-methoxybenzene

Disolventes

MTBE

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto give a yellow solution
2. 2
   TemperaturaThe solution was cooled in an ice bath
3. 3
   Otroresulting in calm bubbling
4. 4
   OtroThe vessel was sealed
5. 5
   OtroThe reaction solution was partitioned between EtOAc and water
6. 6
   Lavadothe organic layer was washed with 1M HCl, saturated NaHCO3, and saturated NaCl
7. 7
   SecadoThe EtOAc was dried (MgSO4)
8. 8
   Filtraciónfiltered
9. 9
   Concentraciónconcentrated
10. 10
    Otroto give a tan solid that
11. 11
    Otrowas used without purification (4.8 g, 94%)

Procedimiento

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%).

Fuente