Process for the preparation of cyclopentadecanolide

Details Process for the preparation of cyclopentadecanolide Process for the preparation of cyclopentadecanolide

1978-06-30

1980-02-05

Rotman, Alan L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

562579, C07D31300

Patent

active

041872223

ABSTRACT:
Process for the preparation of cyclopentadecanolide comprising the steps of converting 13-oxa-bicyclo [10.4.0]-hexadecene-[1(12)] to a lactone of the formula ##STR1## wherein X is an oxygen atom, .dbd.NOH or .dbd.N--NH.sub.2,
reducing said lactone to give 15-hydroxy-pentadecanecarboxylic acid and cyclising said acid to give cyclopentadecanolide.

REFERENCES:
patent: 2092031 (1937-09-01), Spanagel
patent: 3890353 (1975-06-01), Becker
patent: 4056541 (1977-11-01), Hoffman
Fiesen et al., Reagents for Organic Synthesis, pp. 248 and 327, John Wiley & Sons, New York.
March, Advanced Organic Chem., McGraw--Hill Book Co. pp. 309 and 310.

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