反应 #1121717

反应方程式

ammonium chloride

thionyl chloride

4-{[6-(acryloyloxy)hexyl]oxy}benzoic acid

4-(6-bromohexyloxy)phenol

→

4-(6-bromo hexyloxy)phenyl 4-{[6-(acryloyloxy)hexyl]oxy}benzoate

收率 59.9%

溶剂

tetrahydrofurane

triethyl amine

反应条件

后处理

1. 1
   其他was adjusted to a temperature of 0° C. (Celsius)
2. 2
   workup.STIRRINGstirred at 0° C. (Celsius) for 1 hour
3. 3
   workup.STIRRINGstirred at a room temperature overnight
4. 4
   其他The resulting reaction mixture
5. 5
   萃取was extracted three times with ethyl acetate (50 ml (milliliters)), and waster
6. 6
   其他was removed over magnesium sulfate
7. 7
   其他Then, the solvents were evaporated
8. 8
   其他the resulting reaction mixture
9. 9
   其他was then purified

实验过程

4-{[6-(acryloyloxy)hexyl]oxy}benzoic acid (4) (2.8 g (grams)) was dissolved in tetrahydrofurane (THF, 100 ml (milliliters)) at a room temperature, and a temperature of the resulting mixture was adjusted to a temperature of 0° C. (Celsius). Then, thionyl chloride (12 ml (milliliters), 1M in THF) was added to the mixture, and stirred for 30 minutes. Then, 4-(6-bromohexyloxy)phenol (2.5 g (grams)) and triethyl amine (13 ml (milliliters)) were added to the resulting reaction mixture, stirred at 0° C. (Celsius) for 1 hour, and then stirred at a room temperature overnight. Next day, a saturated ammonium chloride aqueous solution was poured into the reaction mixture, and the reaction was completed. The resulting reaction mixture was extracted three times with ethyl acetate (50 ml (milliliters)), and waster was removed over magnesium sulfate. Then, the solvents were evaporated, and the resulting reaction mixture was then purified using a column chromatography (developer solution: ethylacetate/hexane=1/2 volume ratio) to obtain 4-(6-bromo hexyloxy)phenyl 4-{[6-(acryloyloxy)hexyl]oxy}benzoate (5) (3 g (grams)).

来源