Synthesis of 7 Hydroxy-4-methyl coumarin.ppt

1. Practical 1: Synthesis of 7-Hydroxy-4-
methyl coumarin
KUNAL DATTA

2. AIM
• To synthesize 7-Hydroxy-4-methyl coumarin
and Calculate it’s Percentage Yield.

3. Theory
• Coumarin derivatives are prepared from pechmann
condensation of resorcinol and ethyl acetoacetate in presence of
acid.
• Concentrated sulphuric acid and Poly phosphoric acid are
usually used as a condensing agent.
• But in presence of Sulphuric acid it takes 20-22 hours to
complete while in presence of PPA it takes on 20-25 minutes.

4. Reaction

5. Uses of 7-Hydroxy-4-methyl coumarin
• Anticoagulant
• Laser dye (commercial purpose)
• Starting material for production of insecticide
• Cosmetic industry

6. Apparatus

7. Reagents & Materials
 Poly phosphoric acid(10 gm)
 Resorcinol(1.4 gm)
 Ethyl acetoacetate (1.6 gm)
 Ice cold water
 Ethanol

8. Procedure
Take 1.4 gm of Resorcinol and dissolve it in 1.6 ml of ethyl acetoacetate in 250 ml
conical flask
Stir it continuously until a one phase solution is obtained
When the solution becomes viscous, add 10 gm of PPA
Then the heat the solution on Hot water bath for 20 minutes
After that add 75- 80 ml of ice cold water settle it for 5 mins and precipitation will be seen
Then , recrystallized and dried the product and calculate % of yield
Now filter the sample and dried at 60 degree celcius

9. Physical Appearance
solid Product

10. Calculation
Molecular formula of Resorcinol = C6H6O2
Molecular formula of 7-Hydroxy-4-methyl coumarin= C10H8O3
Molecular Weight of Resorcinol = 110 g/mol
Molecular Weight of 7-Hydroxy-4-methyl coumarin =176 g/mol
Theoretical Yield
110 g Resorcinol forms 176 g of 7-Hydroxy-4-methyl coumarin
1.4 g ………...(176/110) X 1.4= 2.24 g of 7-Hydroxy-4-methyl coumarin
So, Theoretical yield= 2.24 g
% of Yield = (Practical yield / theoretical yield) x 100

11. THANK YOU