Claims
- 1. A process for the preparation of a terpenic ketone comprising the steps of:
- reacting, in the presence of water, a butadiene derivative of the formula: ##STR9## wherein R is a hydrocarbon radical having 1 to 20 carbon atoms with a .beta.-keto ester; and
- causing the product of said reaction to undergo decarbalkoxylation in the presence of water without adding an additional component selected from the group consisting of a solvent and a decarbalkoxylating agent, wherein said reaction step and said decarbalkoxylation are carried out in the same reaction zone.
- 2. The process of claim 1 wherein said butadiene derivative is a polyene of formula (I): ##STR10## wherein n is an integer equal to or greater than 0 and smaller than or equal to 3.
- 3. The process of claim 2 wherein said polyene of formula. (I) is selected from myrcene, isoprene and .beta.-farnesene.
- 4. The process of claim 2 wherein said .beta.-keto ester is an alkyl acetoaccetate of the formula (II):
- R--O.sub.2 C--CH.sub.2 --CO--CH.sub.3 (II)
- wherein R.sub.1 is a hydrocarbon radical having 1 to 12 carbon atoms.
- 5. The process of claim 4 wherein R.sub.1 is an alkyl group having 1 to 4 carbon atoms.
- 6. The process of claim 5 wherein R.sub.1 is methyl.
- 7. The process of claim 1 wherein said reaction step is further carried out in the presence of a ligand.
- 8. The process of claim 7 wherein said ligand is a phosphine ligand.
- 9. The process of claim 8 wherein said phosphine ligand is a phosphine ligand of the formula (III): ##STR11## wherein: Ar.sub.1, Ar.sub.2 and Ar.sub.3 are identical or different and each represents a radical selected from phenylene radicals and naphthylene radicals, and wherein said radicals may be substituted or unsubstituted;
- M is an inorganic or organic cationic radical; and
- n.sub.1, n.sub.2 and n.sub.3 are identical or different and are integers greater than or equal to 0 and smaller than or equal to 3, at least one being greater than or equal to 1.
- 10. The process of claim 1 wherein said rhodium catalyst is RhCl.sub.3 or �RhCl(1,5-cyclooctadiene)!.sub.2.
- 11. The process of claim 9 wherein said rhodium catalyst is RhCl.sub.3 or �RhCl(1,5-cyclooctadiene)!.sub.2.
- 12. The process of claim 11 wherein said phosphine ligand is meta-trisulphonated triphenylphosphine.
- 13. The process of claim 4 wherein said decarbalkoxylation step is carried out at a temperature ranging from about 130.degree. C. to about 500.degree. C.
- 14. The process of claim 13 wherein said decarbalkoxylation is carried out in the liquid phase or the vapour phase.
- 15. The process of claim 14 wherein said decarbalkoxylation is carried out in the liquid phase at a temperature ranging from about 180.degree. C. to about 220.degree. C.
- 16. The process of claim 14 wherein said decarbalkoxylation is carried out in the vapour phase at a temperature ranging from about 300.degree. C. to about 500.degree. C.
- 17. The process of claim 16 wherein said decarbalkoxylation is carried out in the vapour phase at a temperature ranging from about 350.degree. C. to about 400.degree. C.
- 18. The process of claim 13 wherein said decarbalkoxylation is further carried out at a pressure of less than or equal to 100 bar.
- 19. The process of claim 12 wherein said 1,3-butadiene derivative is selected from myrcene, isoprene and .beta.-farnesene and said .beta.-keto ester is methylacetoacetate.
- 20. The process of claim 19 further comprising the step of recovering the catalyst.
- 21. The process of claim 9 further comprising the step of recovering the catalyst.
Priority Claims (1)
Number |
Date |
Country |
Kind |
90 01441 |
Feb 1990 |
FRX |
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Parent Case Info
This application is a continuation of prior application Ser. No. 07/652,049 filed Feb. 8, 1991 now abandoned.
US Referenced Citations (12)
Foreign Referenced Citations (1)
Number |
Date |
Country |
1132659 |
Mar 1957 |
FRX |
Continuations (1)
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Number |
Date |
Country |
Parent |
652049 |
Feb 1991 |
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