Реакция #1973968

Уравнение реакции

2,4,6-triiodophenol

trimethylsilyldiazomethane

methanol

→

1,3,5-triiodo-2-methoxybenzene

Растворители

MTBE

Условия реакции

Обработка

1. 1
   Другоеto give a yellow solution
2. 2
   ТемператураThe solution was cooled in an ice bath
3. 3
   Другоеresulting in calm bubbling
4. 4
   ДругоеThe vessel was sealed
5. 5
   ДругоеThe reaction solution was partitioned between EtOAc and water
6. 6
   Промывкаthe organic layer was washed with 1M HCl, saturated NaHCO3, and saturated NaCl
7. 7
   СушкаThe EtOAc was dried (MgSO4)
8. 8
   Фильтрацияfiltered
9. 9
   Концентрированиеconcentrated
10. 10
    Другоеto give a tan solid that
11. 11
    Другоеwas used without purification (4.8 g, 94%)

Методика

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%).

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