تفاعل #1932488

معادلة التفاعل

NH4Cl

EtOAc

methyl 2′-cyano-4′-methyl-5-(2,2,2-trifluoro-1-hydroxyethyl)biphenyl-3-carboxylate

lithium hydroxide

→

title compound

2′-Cyano-4′-methyl-5-(2,2,2-trifluoro-1-hydroxyethyl)biphenyl-3-carboxylic acid

المذيبات

1,4-dioxane

water

ظروف التفاعل

المعالجة

1. 1
   أخرىThe organic layer was separated
2. 2
   تجفيفdried over anhydrous MgSO4
3. 3
   تركيزconcentrated
4. 4
   أخرىThe residue was purified by silica gel chromatography

الإجراء التجريبي

To a stirred solution of methyl 2′-cyano-4′-methyl-5-(2,2,2-trifluoro-1-hydroxyethyl)biphenyl-3-carboxylate (250 mg, 0.72 mmol) in 1,4-dioxane (5 mL) and water (2.5 mL) was added lithium hydroxide (50 mg, 2.1 mmol). The reaction mixture was stirred at rt for 4 h, and then treated with aq. NH4Cl and EtOAc. The organic layer was separated, dried over anhydrous MgSO4, and concentrated. The residue was purified by silica gel chromatography to afford the title compound. 1H NMR (CDCl3, 400 MHz): 8.27 (s, 1H), 8.24 (s, 1H), 7.95 (s, 1H), 7.58 (s, 1H), 7.48 and 7.43 (AB, J=8.0 Hz, 2H), 5.17 (q, J=6.4 Hz, 1H), 2.43 (s, 3H).

المصدر