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ERIC Number: EJ1069032
Record Type: Journal
Publication Date: 2015-Jul
Pages: 3
Abstractor: As Provided
ISSN: ISSN-0021-9584
Solvent-Free Reductive Amination: An Organic Chemistry Experiment
Goldstein, Steven W.; Cross, Amely V.
Journal of Chemical Education, v92 n7 p1214-1216 Jul 2015
The reductive amination reaction between an amine and an aldehyde or ketone is an important method to add an additional alkyl group to an amine nitrogen. In this experiment, students react a selection of benzylamines with aldehydes to form the corresponding imines. These imines are reduced with a mixture of "p"-toluenesulfonic acid monohydrate and sodium borohydride to afford dibenzylamines in good yields. Comparison of the melting points of the hydrochloride salts with a set of known melting points is used identify the amine-aldehyde coupling partners. Formation of the product is also confirmed using NMR spectroscopy.
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:; Web site:
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A