Реакция #450726

Уравнение реакции

Sodium

4,4'-dihydroxybenzophenone

1-bromooctadecane

→

compound 22

Выход 84.9%

4,4'-Dioctadecyloxy-benzophenone

Выход 84.9%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   ТемператураThe resulting suspension was cooled
2. 2
   Фильтрацияfiltered
3. 3
   ПромывкаThe solid was washed with dichloromethane
4. 4
   Другоеthe white solid was dried

Методика

Sodium metal (0.46 g, 20 mmol) was dissolved in ethanol (50 mL) and 4,4'-dihydroxybenzophenone (1.0 g, 4.67 mmol) was added followed by 1-bromooctadecane (7.8 g, 23.4 mmol) and a catalytic amount of sodium iodide (approximately 30 mg) and the reaction mixture was refluxed for 48 hours. The resulting suspension was cooled and filtered. The solid was washed with dichloromethane followed by hexane and the white solid was dried to afford compound 22 (2.85 g, 84.8% yield). 1H NMR (300 MHz, pyridine-d5) δ7.95 (d, J=8.7 Hz, 4H, aryl), 7.09 (d, J=8.7 Hz, 4H, aryl), 4.05 (t, J=6.6 Hz, 4H, 2×OCH2), 1.80 (tt, J=6.6 and 7.5 Hz, 4H), 1.48 (m, 4H), 1.33 (brS, 60H), 0.87 (t, J=6.6 Hz, 6H, 2×CH3).

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