Claims
- 1. A process for the preparation of macrocyclic ketones of formula ##STR16## wherein R.sup.1 represents a lower alkyl radical or a hydrogen atom, which comprises
- a. reacting in the presence of a basic reagent a dialdehyde of formula ##STR17## possessing two single or two double bonds in the positions indicated by the dotted lines and wherein index n stands for integer 1 or 2, with a diphosphonate of formula ##STR18## wherein each of symbols R represents an alkyl radical, to give an unsaturated macrocyclic ketone of formula ##STR19## b. catalytically hydrogenating the thus obtained ketone to give cyclopentadecanone, or
- c. alkylating the ketone of formula (I) obtained in step a. in order to obtain the compound of formula ##STR20## wherein R.sup.1 represents a lower alkyl radical and index n stands for integer 1 or 2, and
- d. catalytically hydrogenating compound (V) to give an alkylated macrocyclic ketone of formula ##STR21## wherein R.sup.1 has the meaning given for formula (V).
- 2. A process according to claim 1, wherein the basic reagent used in step a is an alkali metal hydride, carbonate or bicarbonate.
- 3. A process according to claim 2, wherein the basic reagent is potassium bicarbonate and the reaction is carried out in an inert organic solvent at a temperature of between about 50.degree. and 100.degree. C.
- 4. A process according to claim 1, wherein the reaction of step a is carried out in a two step sequence, the first step consisting in reacting dialdehyde (II) with diphosphonate (III) in the presence of a basic reagent at a temperature of between about 20.degree. and 30.degree. C., the subsequent step consisting in treating the isolated mono-phosphonate of formula ##STR22## thus formed with a basic reagent at a temperature of between about 50.degree. and 100.degree. C.
Parent Case Info
This application is a continuation-in-part of Ser. No. 011,685, filed Feb. 12, 1979, now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
3732214 |
Surmatis et al. |
May 1973 |
|
Non-Patent Literature Citations (3)
Entry |
Abe, Syozo et al. Cosmetics and Perfumery, vol. 88, Jun. 1973, pp. 67-74. |
Baker, Raymond et al., J. Chem. Soc., Chem. Comm. (1974), pp. 545-546. |
Chemical Abstracts, vol. 83 (1975), No. 118,092y. |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
11685 |
Feb 1979 |
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