Réaction #71029

Équation de réaction

4-nitro-2H-[1,2,3]triazole

Cs2CO3

2-(4-bromo-butyl)-2-methyl-[1,3]dioxolane

N2

→

title compound

2-[4-(2-Methyl-[1,3]dioxolan-2-yl)-butyl]-4-nitro-2H-[1,2,3]triazole

Solvants

AcCN

AcCN

EA

Water

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwere added
2. 2
   ExtractionThe aq. layer was extracted with EA (30 mL)
3. 3
   Séchageextracts were dried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Autrethe solvents were removed under reduced pressure
6. 6
   AutrePurification of the residue by FC (2:1 hept-EA)

Mode opératoire

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 4-nitro-2H-[1,2,3]triazole (100 mg, 0.88 mmol) and Cs2CO3 (315 mg, 0.96 mmol) in AcCN (1.0 mL) was treated with a solution of 2-(4-bromo-butyl)-2-methyl-[1,3]dioxolane (215 mg, 0.96 mmol) in AcCN (1.0 mL). The reaction mixture was stirred at 80° C. for 16 h. Water (20 mL), followed by EA (30 mL) were added. The aq. layer was extracted with EA (30 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (2:1 hept-EA) gave the title compound: TLC:rf (2:1 hept-EA)=0.33. LC-MS-conditions 02: tR=0.92 min.

Source