Four Step Total Synthesis of an H[subscript 3] Receptor Antagonist Using Only Tools Found in a Typical Teaching Laboratory
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| Title: | Four Step Total Synthesis of an H[subscript 3] Receptor Antagonist Using Only Tools Found in a Typical Teaching Laboratory |
|---|---|
| Language: | English |
| Authors: | Smith, Catherine J. (ORCID |
| Source: | Journal of Chemical Education. Jan 2019 96(1):137-142. |
| Availability: | Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc |
| Peer Reviewed: | Y |
| Page Count: | 6 |
| Publication Date: | 2019 |
| Document Type: | Journal Articles Reports - Descriptive |
| Education Level: | Higher Education Postsecondary Education High Schools Secondary Education |
| Descriptors: | Science Instruction, Laboratory Experiments, Universities, Foreign Countries, Organic Chemistry, High School Students, Problem Solving, Teaching Methods, Introductory Courses |
| Geographic Terms: | United Kingdom (England) |
| DOI: | 10.1021/acs.jchemed.7b00982 |
| ISSN: | 0021-9584 |
| Abstract: | Organic synthesis in a modern research laboratory uses state-of-the-art equipment to provide inert atmospheres, track reaction progress, and facilitate the purification of intermediates. Such facilities are not available in a high school laboratory. In this paper, synthetic organic chemistry is taken back to basics: A four step total synthesis of a potential histamine H[subscript 3] receptor antagonist is completed by A-level students in a school laboratory using only basic equipment. In addition to its bioactivity, the target molecule was selected on the basis of its potentially crystalline nature, allowing for the purification of intermediates by recrystallization. A synthetic route was developed that could be conducted without the need for inert conditions and with intermediates stable enough to be left from one week to the next, with characterization of intermediates and the target compound carried out by collaboration with researchers and analytical facilities at the University of Oxford (U.K.). By working on the project, students not only developed their practical chemistry and problem solving skills, but also experienced the thrill of discovery that inspires people to be scientists. |
| Abstractor: | As Provided |
| Entry Date: | 2019 |
| Accession Number: | EJ1202208 |
| Database: | ERIC |
| Abstract: | Organic synthesis in a modern research laboratory uses state-of-the-art equipment to provide inert atmospheres, track reaction progress, and facilitate the purification of intermediates. Such facilities are not available in a high school laboratory. In this paper, synthetic organic chemistry is taken back to basics: A four step total synthesis of a potential histamine H[subscript 3] receptor antagonist is completed by A-level students in a school laboratory using only basic equipment. In addition to its bioactivity, the target molecule was selected on the basis of its potentially crystalline nature, allowing for the purification of intermediates by recrystallization. A synthetic route was developed that could be conducted without the need for inert conditions and with intermediates stable enough to be left from one week to the next, with characterization of intermediates and the target compound carried out by collaboration with researchers and analytical facilities at the University of Oxford (U.K.). By working on the project, students not only developed their practical chemistry and problem solving skills, but also experienced the thrill of discovery that inspires people to be scientists. |
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| ISSN: | 0021-9584 |
| DOI: | 10.1021/acs.jchemed.7b00982 |
