GB1014653A - Unsaturated ª‰-lactones and their preparation - Google Patents
Unsaturated ª‰-lactones and their preparationInfo
- Publication number
- GB1014653A GB1014653A GB1792262A GB1792262A GB1014653A GB 1014653 A GB1014653 A GB 1014653A GB 1792262 A GB1792262 A GB 1792262A GB 1792262 A GB1792262 A GB 1792262A GB 1014653 A GB1014653 A GB 1014653A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- trimethyl
- lactones
- lactone
- hydroxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Landscapes
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Tetramethylallene is prepared by pyrolysis of 2,2,4 - trimethyl - 3 - hydroxy - 3 - pentenoic acid b -lactone.ALSO:Ketenes of formula R(R)C = C = O, where each R is C1- 4 alkyl or the group R(R)C = represents a carbocyclic ring containing 5 or 6 carbon atoms are polymerized in the presence of strongly basic catalysts to give linear polymers which may contain 10 to 200 units. Polymerization may be effected in solution. Suitable catalysts include alcoholates or metal alkyls of titanium or Group I, II or III elements, alkali metal hydroxides, calcium hydroxide and quaternary ammonium hydroxides. Polymers having the same infra-red structure as the above polymers may also be formed by polymerization in the presence of strongly basic catalysts of b -lactones of formula <FORM:1014653/C3/1>ALSO:The invention comprises compounds of formula <FORM:1014653/C2/1> in which each R is C1- 4 alkyl or one or both R(R)C= groups represents a carbocyclic ring containing 5 or 6 carbon atoms. They may be prepared by polymerizing in the presence of a strongly basic catalyst, a ketene of formula R(R)C=C=O (see Division C3) and pyrolysing the polymer formed at a temperature not greater than 300 DEG C. Suitable polymerization catalysts are alcoholates or metal alkyls of Ti or of Group I, II or III elements. Alkali metal hydroxides, Ca(OH)2, quaternary ammonium hydroxides. Alternatively the ketene R(R)C=C=O or a compound of formula <FORM:1014653/C2/2> may be contacted with an aprotonic Lewis acid to give the lactones of Formula I. The lactones of Formula I may be hydrogenated to give compounds of formula <FORM:1014653/C2/3> In Example 2, 2,2,4-trimethyl-3-hydroxy-3-pentenoic acid b -lactone is hydrogenated to give 3-hydroxy-2,2,4-trimethylvaleric acid b -lactone with much larger amounts of 2,2,4-trimethyl-valeric acid. The lactones of Formula I may be polymerized in the presence of basic catalysts (e.g. Example 4). 2,2,4 - Trimethyl - 3 - oxovaleranilide is prepared from 2,2,4-trimethyl-3-hydroxy-3-pentenoic acid b -lactone and aniline (Example 3).
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10873961A | 1961-05-09 | 1961-05-09 | |
| US108740A US3161656A (en) | 1961-05-09 | 1961-05-09 | Unsaturated beta-lactones and method of preparing them |
| US108738A US3062836A (en) | 1961-05-09 | 1961-05-09 | Method of preparing beta-lactones of 2, 2, 4, 4-tetraalkyl-3-hydroxy-3-butenoic acids by catalyzed reaction of dialkylketenes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1014653A true GB1014653A (en) | 1965-12-31 |
Family
ID=27380532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1792262A Expired GB1014653A (en) | 1961-05-09 | 1962-05-09 | Unsaturated ª‰-lactones and their preparation |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1014653A (en) |
-
1962
- 1962-05-09 GB GB1792262A patent/GB1014653A/en not_active Expired
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