Organic Lab Reactions 178

Organic Lab Reactions 178 - (e) 63% (e) 19% 32% 68% 51%...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
MISCELLANEOUS METHODS AND REAGENTS 173 TABLE XII SOME CTCLIZATIONS WITH PHOSPHORUS PENTOXIDE Acids Submitted to Cyclization P-Phenylpropionic acid 3,4-dimethoxy- 2,5-dimethoxy- 3,4-methylenedihydroxy- y-Phenylbutyric acid 4-methoxy- 2-methoxy- 8-Phenylvaleric acid 3,4-methylenedibydroxy- y-1-Naphthylbutyric acid a,/3-cyclopentano- 5-methoxy- 7-methoxy- a>-methyl-6-methoxy- y-2-Naph(hylbutyric acid 6-s-butyl-7-methyl- 3,7-dimethoxy- 6-ethyl-7-methyl- 3-methoxy- 6-methoxy-7-methyl- 0 6-methoxy- •• p-9-Phenanthrylpropionic acid y-9-Phenanthrylbuiyric acid l,2-Benzan(hracene-5-acetic acid 2-methyl-l,2,3,4-tetrahydro-» Yields of Ketones 82% (a) 82% 87% 61% 16% (6) 10% (6) 19% 11% 47% 83% 86% (c)(d) 86% 30% 80%
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: (e) 63% (e) 19% 32% 68% 51% Reference 119 229 119 230 24 86 86 208 24 230 103 192 ' 231a 2316 231a 232 233 221 221 53 51 208 (o) Crude yield (b) As the semicarbazone. (c) Yield based on acid consumed (about nine-tenths). (d) Filter-Cel used in cyclization. (f) Syrupy phosphoric acid used in cyclization. !M Arnold and Zaugg, J. Am. Chem, Soc., 63, 1317 (1941). "° Plimmer, Short, and Hill, J. Chem. Soc., 1938, 694. 231 (o) Ruzioka and Kaufmann, Hdv. Chim. Ada, 24, 939 (1941); (6) Haberland and Siegert, Ber., 71, 2619 (1938). 831 Haberland and Kleinert, Ber., 71, 470 (1938). m Short, Stromberg, and Wiles, /. Chem. Soc., 1936, 319....
View Full Document

This note was uploaded on 11/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

Ask a homework question - tutors are online