Investigation of the grewe codeine method. Attempts to achieve a practical synthesis-Reference-Cited by-同舟云学术

Investigation of the grewe codeine method. Attempts to achieve a practical synthesis

Published:1974-06 Issue:3 Volume:11 Page:363-367
ISSN:0022-152X
Container-title:Journal of Heterocyclic Chemistry
language:en
Short-container-title:

Author:

Degraw J. I.,Christensen J. C.,Brown V. H.,Cory M. J.

Publisher

Wiley

Subject

Organic Chemistry

Link

http://onlinelibrary.wiley.com/wol1/doi/10.1002/jhet.5570110318/fullpdf

Reference9 articles.

1. Die partielle Birch‐Reduktion von 1‐Benzyl‐isochinolin‐Derivaten

2. Die Cyclisierung von Octahydro‐isochinolinderivaten durch Morphinan‐Ringschluß. Synthese des Dihydrothebainons

3. The Synthesis of Morphine

4. In a patent, Netherlands 7,107,921, December 13, 1971 (Merck and Co., Inc.), the preparation of IXa, b, and c is claimed via route similar to ours. It was also claimed that cyclization of IXa or c occurs readily with 80% sulfuric acid-ether (1:1) at room temperature to yield IIc products, contrary to our observation. No evidence was presented to show that the claimed intermediates were ever obtained.

5. H. C. Beyerman, E. Buurman and L. Maat, Chem. Commun., 918 (1972).

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