Synthesis of Acetophenetidin by Amide Synthesis

Read Summary

The experiment aims to determine the identity of products derived from amide and Williamson Ether Synthesis, and to determine which synthetic route is more advantageous. In Part 1, the focus was on synthesizing acetophenetidin crystals using amide synthesis. The process involved removing impurities from p-Phenetidine, adding sodium acetate buffer and acetic anhydride, and inducing crystallization. The crude sample collected had a mass of 2.84g, providing a percent yield of 142%. However, the mass may have been inaccurate due to liquid remaining in the sample. The measured melting point of the crude sample was slightly below what is expected of pure acetophenetidin.

Table of Content

The objective of this experiment is to compare the products of amide synthesis and Williamson Ether Synthesis, and determine if one synthetic route is more favorable than the other. In Part 1, we attempted to synthesize acteophenetidin crystals using amide synthesis. To begin, we eliminated the colored impurities from the p-Phenetidine (reddish-brown) by adding 2g of the sample to 38 mL of hydrochloric acid. The solution was then heated to boiling point.

The solution was heated until it reached just below boiling point. Then, decolorizing carbon was added to the solution. After that, the solution was allowed to cool for 2-3 minutes. Through a gravity filtration system, the dark black solution was filtered, leaving dark residue on the filter paper and colorless to slightly pink liquid in the beaker. To maintain a relatively constant pH, 9 mL of sodium acetate buffer were added to the solution. Additionally, 1.8 mL of acetic anhydride were also added. The solution was then mixed and heated for about 5 minutes.

Next, in order to initiate crystallization, the beaker was positioned in an ice bath. The Buchner funnel was utilized to gather the marginally white, powdery crystals, which were then left to dry on both the funnel and a watch glass. The crude sample’s mass collected equaled 2.84 g, resulting in a percent yield of 142% (Show calculation).

I suspect that the mass of the crude sample was incorrect because there was some liquid left in the crystal sample after it was dried. To avoid this in the future, I will ensure that I allow the crystals to dry for a longer period of time. The recorded melting point of the crude sample was slightly lower (130C – 133.4C) than the expected range for pure acetophenetidin (133C – 136C).

Cite this page

Synthesis of Acetophenetidin by Amide Synthesis. (2017, May 03). Retrieved from

Remember! This essay was written by a student

You can get a custom paper by one of our expert writers

Order custom paper Without paying upfront