반응 #2275695

반응 방정식

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

MeOH

sodium hydroxide

→

desired product

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

반응 조건

후처리

1. 1
   온도the reaction mixture is refluxed for 16 hours
2. 2
   기타The solvent is removed under reduced pressure
3. 3
   기타The precipitate that results
4. 4
   여과is collected by filtration
5. 5
   세척washed with H2O (10 mL)
6. 6
   기타dried overnight in a vacuum oven

실험 절차

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]+.

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