Реакция #50333

Уравнение реакции

diethyl azodicarboxylate

3-nitrobenzoic acid

biphenyl hydroxy triazole

triphenylphosphine

→

biphenyl indolizinyl nitrobenzoate

Растворители

THF

THF

ether

ethyl acetate

Условия реакции

Обработка

1. 1
   Другоеthe Mitsunobu reaction conditions
2. 2
   Промывкаwashed with water
3. 3
   СушкаThe extracts are dried (MgSO4)
4. 4
   Концентрированиеconcentrated in vacuo

Методика

Alternatively, the biphenyl trans-hydroxy triazole can be prepared using the Mitsunobu reaction conditions. To a solution of diethyl azodicarboxylate (2.0 mmol) and 3-nitrobenzoic acid (2.0 mmol) in 2.0 mL of THF is added dropwise a solution of the biphenyl hydroxy triazole (2.0 mmol, obtained from Step 1 of Example 3224), and triphenylphosphine (2.0 mmol) in 1.0 mL of THF at room temperature. The resulting solution is stirred at room temperature until the reaction is complete. The resulting mixture is diluted with ether or ethyl acetate, and washed with water. The extracts are dried (MgSO4) and concentrated in vacuo to give the biphenyl indolizinyl nitrobenzoate. The crude benzoate is hydrolyzed with LiOH in aqueous THF at room temperature and purified to give the biphenyl trans-hydroxy triazole.

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