‘Design and synthesis of pyrazole based antitubercular agents using hybrid approach’

NAME: Monica Chauhan DATE: 08/10/2021

MCR-PM Code:

Aim: Synthesis of (E)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one.

Compound code: 4- OCH3- chalcone

Reaction:

COCH3 CHO
O
Aq. NaOH, ethanol
+
stirring,rt,
2-3 hrs
OCH3
OCH3
acetophenone 4-methoxybenzaldehyde (E)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one

Mol. Formula: C16H14O2

Mol. Wt. : 238.28 g/mol

Chemicals Used:

Sr. M.W. Mole

Chemicals Moles Quantity Source
No. (g/mol) Ratio
1. 4- Methoxybenzaldehyde 136.15 1 0.0036 0.5 gm Spectrochem
Acetophenone SD fine
2. 120.15 0.8 0.0029 0.34 ml
δ = 1.03(g/cm3)
Fisher
3. Sodium hydroxide 40 0.55 0.002 0.080 gm
Scientific
4. Water 4 ml
5. Spirit 2 ml

Experimental procedure: In a 25ml-RBF containing ethanol (2 ml), aqueous NaOH solution

(4 ml) was added and allowed to stir on ice-bath. To this mixture acetophenone (0.34 ml,
0.0029 M) was added and allowed to stir for 5 mins. To this reaction mixture 4-
methoxybenzaldehyde (0.5gm, 0.0036 M) was added and allowed to stir for 5 mins. The

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‘Design and synthesis of pyrazole based antitubercular agents using hybrid approach’

reaction mixture was brought to RT and stirred vigorously at RT for 5-7 hour and reaction
was monitored by TLC.

Upon completion, crushed ice was added to reaction mixture to obtain desired compound
which was filtered under vacuum to obtain buff solid. The compound was taken for further
reaction without purification.

Melting Point :

Yield:

TLC:

Stationary phase: Silica gel coated Al plate

Mobile phase : n-hexane: ethyl acetate

Visualization : U. V.

Rf value :

IR (KBr, cm-1) :

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