反応 #2186217

反応方程式

p-Bromophenol

(1-methyl)hexylbromide

sodium iodide

potassium carbonate

→

liquid

収率 60.4%

1-Bromo-4-(1-methyl-hexyloxy)-benzene

収率 60.4%

溶媒

n-hexane

water

dimethyl formamide

反応条件

後処理

1. 1
   その他equipped with mechanical stirrer and condenser, under an argon atmosphere
2. 2
   温度After cooling to room temperature
3. 3
   その他The aqueous layer is separated
4. 4
   抽出extracted with n-hexane (3×100 mL)
5. 5
   洗浄The combined organic layers are washed with diluted sodium chloride solution (2×100 mL)
6. 6
   乾燥dried (MgSO4)
7. 7
   その他The solvent is removed by rotary evaporation under reduced pressure
8. 8
   ろ過the residue is filtered
9. 9
   その他After removal of solvent
10. 10
    その他by rotary evaporation

実験手順

p-Bromophenol (295.52 grams (“g”), 1500.00 millimole) is dissolved in anhydrous dimethyl formamide (“DMF”) (500 milliliters) in a 2000 milliliter (“mL”) 3-necked flask equipped with mechanical stirrer and condenser, under an argon atmosphere. To this solution, (1-methyl)hexylbromide (322.38 grams, 1800.00 millimoles), sodium iodide (33.57 g, 225.00 mmol) and anhydrous potassium carbonate (621.95 g, 4500.00 mmol) are added. The resulting suspension is heated to 100° C. and stirred at that temperature for 72 hours. After cooling to room temperature, water (1000 mL) and n-hexane (300 mL) are added. The aqueous layer is separated and extracted with n-hexane (3×100 mL). The combined organic layers are washed with diluted sodium chloride solution (2×100 mL) and dried (MgSO4). The solvent is removed by rotary evaporation under reduced pressure and the residue is filtered using a SiO2 layer (10×10 cm) and n-hexane as eluent. After removal of solvent by rotary evaporation and in vacuo a colorless liquid (245.54 g, 60%) is obtained.

出典