تفاعل #2275695

معادلة التفاعل

3,5-bis-benzyloxy-pyridine-2-carbonitrile

MeOH

sodium hydroxide

→

desired product

3,5-bis-benzyloxy-pyridine-2-carboxylic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture is refluxed for 16 hours
2. 2
   أخرىThe solvent is removed under reduced pressure
3. 3
   أخرىThe precipitate that results
4. 4
   ترشيحis collected by filtration
5. 5
   غسيلwashed with H2O (10 mL)
6. 6
   أخرىdried overnight in a vacuum oven

الإجراء التجريبي

To a solution of 3,5-bis-benzyloxy-pyridine-2-carbonitrile, 1, (26.0 g, 82.3 mmol) in MeOH (217 mL) is added 30% w/v sodium hydroxide (320 mL) and the reaction mixture is refluxed for 16 hours. The solvent is removed under reduced pressure and the resulting suspension is acidified with conc. HCl until the pH is between 1 and 2. The precipitate that results is collected by filtration, washed with H2O (10 mL) and dried overnight in a vacuum oven to afford 30 g (quantitative) of the desired product as the hydrochloride salt. 1H NMR (250 MHz, DMSO-d6) δ ppm 8.02 (1H, d, J=2.4 Hz), 7.29-7.53 (11H, m), 5.96 (1H, br s), 5.28 (4H, s). HPLC-MS: m/z 336 [M+H]+.

المصدر