تفاعل #50333

معادلة التفاعل

diethyl azodicarboxylate

3-nitrobenzoic acid

biphenyl hydroxy triazole

triphenylphosphine

→

biphenyl indolizinyl nitrobenzoate

المذيبات

THF

THF

ether

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   أخرىthe Mitsunobu reaction conditions
2. 2
   غسيلwashed with water
3. 3
   تجفيفThe extracts are dried (MgSO4)
4. 4
   تركيزconcentrated in vacuo

الإجراء التجريبي

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.

المصدر