Prev. Article Table of Contents

Tech Report

Molecular Models from a Greener, Solvent-Free Synthesis. Biginelli Product, Ethyl Acetoacetate, Monastrol, and Nifedipine

William F. Coleman

Department of Chemistry, Wellesley College, Wellesley, MA 02481

J. Chem. Educ., 2009, 86 (6), p 768

DOI: 10.1021/ed086p768

Publication Date (Web): June 1, 2009

Abstract

Models added to JCE's Featured Molecules collection include monastrol, ethyl 1,2,3,4-tetrahydro-6-methyl-2-oxo-4-phenylpyrimidine-5-carboxylate (Biginelli product), and nifedipine.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Feature):

JCE Featured Molecules

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Green Chemistry

View: Hi-Res PDF | PDF w/ Links

Tools

SciFinder Links

Explore by:

Author of this Article Any Author Research Topic

History

Received: August 03, 2009

Recommend & Share

Related Content

Comparing the Traditional with the Modern: A Greener, Solvent-Free Dihydropyrimidone SynthesisJournal of Chemical Education
- Comparing the Traditional with the Modern: A Greener, Solvent-Free Dihydropyrimidone Synthesis
  Evangelos Aktoudianakis , Elton Chan , Amanda R. Edward , Isabel Jarosz , Vicki Lee , Leo Mui , Sonya S. Thatipamala and Andrew P. Dicks
  Journal of Chemical Education 2009 86 (6), p 730
  Abstract:
  A microscale organic synthesis experiment is outlined where students undertake both a "traditional" and "modern" Biginelli preparation of a dihydropyrimidone, within the same three-hour session. Each method is straightforward, appropriate as part of a mid-...
  Abstract | PDF w/ Links | Hi-Res PDF
The Biginelli ReactionJournal of Chemical Education
- The Biginelli Reaction
  Michael S. Holden and R. David Crouch
  Journal of Chemical Education 2001 78 (8), p 1104
  Abstract:
  The utilization of the Biginelli reaction, a one-pot condensation of an aldehyde, a β-keto ester, and urea, is described. This reaction involves a number of individual steps, each of which is accessible to first-year organic students. The product, a 3,4-...
  Abstract | PDF w/ Links | Hi-Res PDF
A Reexamination of the Mechanism of the Biginelli Dihydropyrimidine Synthesis. Support for an N-Acyliminium Ion Intermediate¹The Journal of Organic Chemistry
- A Reexamination of the Mechanism of the Biginelli Dihydropyrimidine Synthesis. Support for an N-Acyliminium Ion Intermediate¹
  C. Oliver Kappe
  The Journal of Organic Chemistry 1997 62 (21), pp 7201–7204
  Abstract: The mechansim of the three-component Biginelli dihydropyrimidine synthesis was reinvestigated using ¹H and ¹³C NMR spectroscopy. Condensation of benzaldehyde, ethyl acetoacetate, and urea (or N-methylurea) in CD₃OH according to the procedure described by ...
  Abstract | Full Text HTML | PDF w/ Links | Hi-Res PDF

Select a CAS section from the 5 main topical divisions below:

Tech Report

Molecular Models from a Greener, Solvent-Free Synthesis. Biginelli Product, Ethyl Acetoacetate, Monastrol, and Nifedipine