تفاعل #470595

معادلة التفاعل

4-Fluorophenol

1-methylcyclohexanol

sulfuric acid

→

4-fluoro-2-(1-methylcyclohexyl)phenol

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   استخلاصThe reaction mixture was then extracted by CH2Cl2 (250 mLx3)
2. 2
   غسيلThe organic layer was washed with saturated a.q NaHCO3
3. 3
   تجفيف, dried over MgSO4
4. 4
   أخرىevaporated under vacuum
5. 5
   أخرىThe residue was purified by column chromatography on silica gel

الإجراء التجريبي

4-Fluorophenol (41.8 g, 373 mmol) and 1-methylcyclohexanol (63.8 g, 560 mmol) dissolved in 600 mL of dried CH2Cl2, were treated with concentrated sulfuric acid (98%, 22.3 mL, 418 mmol). The mixture was stirred at room temperature for 50 hours. The reaction mixture was then extracted by CH2Cl2 (250 mLx3). The organic layer was washed with saturated a.q NaHCO3., dried over MgSO4, and evaporated under vacuum. The residue was purified by column chromatography on silica gel to give 4-fluoro-2-(1-methylcyclohexyl)phenol as a dark green oil—47.6 g. 1H NMR (400 MHz, CDCl3) δ 7.00 (dd, J=3.2, 11.2 Hz, 1H), 6.76-6.71 (m, 1H), 6.62-6.59 (m, 1H), 5.27 (brs, 1H), 2.13-2.07 (M, 2H), 1.70-1.37 (m, 8H), 1.32 (s, 3H).

المصدر