Synthesis of
Aspirin
Aspirin or acetyl salicylic
acid (ASA) is a derivative of salicylic acid, which is used as a pain
reliever for various body ailments such as head ache. Aspirin shows
anti-platelet or anti- coagulant properties by inhibiting the
prostaglandins, thereby repairing damaged blood vessels. Hence aspirin
is used in low doses on long term basis in treatment of heart attacks,
strokes and in people having high risks for formation of blood clots.
The synthesis of acetyl salicylic anhydride from salicylic acid and
acetic anhydride is catalyzed by phosphoric acid. The efficiency is
estimated by the time taken to complete the reaction.
Scheme 3. Reaction equation for the
synthesis of Aspirin
Materials Required
-
Salicylic acid
-
Acetic anhydride
-
Phosphoric acid
-
Distilled water
-
250 ml Erlenmeyer
flask
-
Ice cubes
-
Hot plate
-
Microwave oven
-
Stirring rod
-
Buchner funnel
-
Safety goggles
-
Stop watch
Experimental Procedure
18 ml of acetic anhydride
was slowly added to 10 grams of salicylic acid in a 250 ml Erlenmeyer
flask in the hood. 10 to 20 drops of 85 % phosphoric acid was carefully
added to the solution and mixed thoroughly. The mixture was heated on a
hot plate until all the salicylic acid was dissolved. Once the reaction
was complete, 20 drops of distilled water was cautiously added to the
mixture followed by 20 ml of distilled water. The solution was cooled on
an ice bath until aspirin crystallized. In event of no crystal
formation, the walls of the flask were scratched with a stirring rod to
initiate crystallization. The crystals were filterer using a Buchner
filter and extracted using chilled water. The solid was then dried in an
oven at 100 °C for about 30 minutes, weighed and the yield was
calculated. The experiment was repeated in a microwave oven and the
yield was compared. Further analysis could include melting point, IR and
NMR measurements.
Figure 10. Represents the final product obtained after
synthesis.
Results and Discussion
Solid salicylic acid
structures were dissolved in presence of acetic anhydride which is
catalyzed by acid. The dissolved mixture on cooling produced white
crystals of Aspirin. The corresponding energy consumed by each method of
heating is tabulated below.
Table 5.
The energy consumed for the synthesis reaction.
Heating Device |
Time (min) |
Power Rating (KJ/min) |
Actual Energy Consumed (KJ) |
Yield (%) |
Microwave Oven |
1 |
51.0 |
36 |
95 |
Hot
Plate |
5 |
51.9 |
180 |
90 |
From the data presented in
table 5, the microwave method of synthesis proved to be more efficient
than the hotplate. Fig. 10 shows the final aspirin product obtained
after synthesis process. The synthesis process was enhanced in the case
of microwave method of heating thereby saving energy. The microwave
process also yielded a slightly higher amount of product than the hot
plate.
The percentage of energy saved by the microwave oven
over the conventional oven as recorded by the power meter,
|