Réaction #644516

Équation de réaction

1-(tert-butyl)-2-bromo-4-nitrobenzene

3-buten-1-ol

→

4-(2-tert-Butyl-5-nitro-phenyl)-but-3-en-1-ol

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   Autrewas degassed with nitrogen
2. 2
   TempératureThe next day, the reaction mixture was cooled to RT
3. 3
   Filtrationfiltered
4. 4
   Concentrationconcentrated in vacuo
5. 5
   LavageThe crude was eluted on a silica gel column with 15% to 22% EtOAc/hexanes gradient system
6. 6
   Autreto yield a yellow-brown oil

Mode opératoire

A mix of 1-(tert-butyl)-2-bromo-4-nitrobenzene (3.652 g), TEA (5.92 ml), 3-buten-1-ol (5.48 ml), Pd(OAc)2 (32 mg), Pd(PPh3)4 (327 mg) and toluene (40 ml) was degassed with nitrogen and heated in a sealed vessel for 16 h at 120° C. The next day, the reaction mixture was cooled to RT, filtered, and concentrated in vacuo. The crude was eluted on a silica gel column with 15% to 22% EtOAc/hexanes gradient system to yield a yellow-brown oil.

Source