MECHANISM OF CHALCONE SYNTHESIS:

 MECHANISM OF CHALCONE SYNTHESIS:

For the purpose of our study on Anti-Diabetics, we have selected 12 different

aldehydes to make the respective chalcones. Those are-

1. Syringaldehyde:

1 equivalent of aldehyde (500mg) and 1.2 equiv. of ketone (0.3mL) was taken

for the reaction and yield was calculated. For this aldehyde 49% yield was

measured, which after separation through column chromatography using 60-

120 mesh silica. And to check the TLC, 40% EtOAc in Hexane was used.

Flavanone reaction was kept with ABC 1.

2. 4-isopropylbenzaldehyde:

1 equivalent of aldehyde (0.52 mL) and 1.2 equiv. of ketone (0.4 mL) was taken for

the reaction and yield was calculated. For this aldehyde 30% yield was measured. The

spot was separated through column chromatography using 60-120 mesh silica.

And to check the TLC, 10% EtOAc in Hexane was used. Flavanone reaction

proceeded with ABC 2.

3. 3-Methoxy-4-propoxy benzaldehyde:

1 equivalent of aldehyde (500mg) and 1.2 equiv. of ketone (0.33mL) was taken

for the reaction. Due to very less polarity difference the spots could not be

separated. ABC 3 could not be separated due to very less polarity difference.

4. 3-methoxybenzaldehyde:

1 equivalent of aldehyde (0.45 mL) and 1.2 equiv. of ketone (0.53 mL) was

taken for the reaction and yield was calculated. For this aldehyde 45% yield

71

was measured. The spots were separated through column chromatography

using 60-120 silica mesh. The TLC was checked using 10% Ethyl acetate in

Hexane.

5. 3,4,5-trimethoxybenzaldehyde:

1 equivalent of aldehyde (500 mg) and 1.2 equiv. of ketone (0.47 mL) was

taken for the reaction and the yield was calculated. For this aldehyde, 35%

yield was measured. The spots were separated through column

chromatography using 100-200 mesh silica. TLC was checked using 30%

EtOAc in Hexane.

6. Naphthaldehyde:

1 equivalent of aldehyde (0.6mL) and 1.2 equiv. of ketone (0.5mL) was taken for the

reaction and yield was calculated. For this aldehyde 45% yield was measured. The

spots were separated through column chromatography using 60-120 silica

mesh. The TLC was checked using 10% Ethyl acetate in Hexane.

7. 3-Fluorobenzaldehyde:

73

1 equivalent of aldehyde (0.426mL) and 1.2 equiv. of ketone (0.582mL) was

taken for the reaction. The spots were not separable due to very less polarity

difference.

8. 3-Bromobenzaldehyde:

1 equivalent of aldehyde (500mg) and 1.2 equiv. of ketone (0.33mL) was taken

for the reaction and yield was calculated. For this aldehyde 40% yield was

measured. The spots were separated through column chromatography using

60-120 silica mesh. The TLC was checked using 10% Ethyl acetate in Hexane.

9. 3-Methyl-2-thiophenecarboxaldehyde:

1 equivalent of aldehyde (0.6838mL) and 1.2 equiv. of ketone (0.917mL) was

taken for the reaction and yield was calculated. For this aldehyde 45% yield

was measured. The spots were separated through column chromatography

using 60-120 silica mesh. The TLC was checked using 10% Ethyl acetate in

Hexane.