CHEE324

Organic Process Development

Personnel

Instructor

Scott ParentDupuis 409scott.parent@queensu.ca613-533-6226

TAs

Mitch Sadlerm.sadler@queensu.ca

Course Description

Students will expand their knowledge of functional group interconversions and C-C bond forming reactions learned in ENCH 245, and apply retrosynthetic analysis to propose multi-step syntheses of organic target molecules. Selection of reagents, solvents and reaction conditions will be examined in the context of process safety, reaction yield, product isolation, and profitability. This will be followed by studies of target molecule recovery by extraction, recrystallization, distillation and chromatography.

The design component of the course involves the development of a complete process for preparing an active pharmaceutical ingredient based on established syntheses in the scholarly and patent literature. Students will work in pairs to adapt these syntheses to improve health and safety, economics, and operability, including changes to process chemistry and product isolation techniques.

Prerequisites:  ENCH 245 and CHEE 311; no co-requisites or exclusions

Objectives and Outcomes

Specific course learning outcomes include:

  1. Devise multistep reaction sequences leading to the synthesis of organic molecules containing up to three functional groups.
  2. Adapt organic syntheses taken from the scholarly and patent literature to improve process safety, environmental impact, economics and operability
  3. Devise methodologies for quenching reaction mixtures and isolating target molecules, including appropriate use of liquid-liquid extraction, distillation, chromatography, recrystallization and trituration
  4. Summarize multi-step organic processes using appropriate block flow diagrams

Relevance to the Program

This engineering science and design course covers strategies for synthesizing fine chemicals by environmentally-responsible and economically-viable methodologies, which is a fundamental topic of the Process Synthesis design pillar of the Engineering Chemistry program. The course assumes knowledge of 2nd year Organic Chemistry and 3rd year Phase and Reaction Equilibrium, and requires general applications of engineering and mathematical tools taught in previous years of study. These principles are applied in the 4th year design course, CHEE 471 – Chemical Process Design.

Course Structure and Activities

3 lecture hours and 1 tutorial hour per week.  Please refer to SOLUS for times and locations.

Resources

Recommended Textbook

“Organic Chemistry” 2nd Ed., by Clayden, Greeves, Warren is available from the campus bookstore in hard copy. The textbook is listed as mandatory for the prerequisite course, ENCH 245 and extensive use of the textbook is made throughout the term, including reference to numerous tables and appendices. Previous editions may be used; however contents may not match references listed in course material.

Other Material

All other course material is accessible via OnQ.