Patent US4173588A successfully refreshed from Google Patents.
US4173588A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Manufacture of 2-methyl-2-hepten-6-one
Assignee: BASF SE
•
Filing: 1977-11-03
•
Granted: 1979-11-06
•
Expires: 1997-11-03
Abstract
Abstract An improved process for the manufacture of 2-methyl-2-hepten-6-one by reacting an alkyl acetoacetate with 2-methyl-3-buten-2-ol in the presence of an organic aluminum compound such as aluminum trialcoholate, aluminum triacetoacetate, aluminum alkylacetoacetate or aluminum triaryloxylate. 2-Methyl-2-hepten-6-one is an intermediate for the manufacture of vitamins.
Inventors
- 👤 Heinrich Pasedach
- 👤 Rudolf Mohr
- 👤 Axel Nissen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 20:10
CPC Classifications
C; C07; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/673; C07C45/676
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
174 words
In a process for the manufacture of 2-methyl-2-hepten-6-one by reacting 2-methyl-3-buten-2-ol with an alkyl acetoacetate at an elevated temperature in the presence of an organic aluminum compound, the improvement wherein the methylbutenol and the alkyl acetoacetate are reacted at from 140° to 180° C., in a molar ratio of from 0.8:1 to 2.0:1, with the proviso that the concentration of said alkyl acetoacetate in the reaction mixture during the entire reaction period is not above 15% by weight for a total time of more than two hours and wherein said organic aluminum compound has the formula ##STR2## where R 1 and R 2 are alkyl or alkoxy of 1 to 4 carbon atoms, R 3 is alkyl of 1 to 4 carbon atoms and n is 0, 1, 2 or 3 or said aluminum compound is an aluminum triaryloxylate wherein the aryloxy group is phenolate, optionally substituted by lower alkyl or lower alkoxy of 1 to 4 carbon atoms or is naphtholate, optionally substituted by alkyl or alkoxy of 1 to 4 carbon atoms.
Claim 2
Dependent Claim
174 words
In a process for the manufacture of 2-methyl-2-hepten-6-one by reacting 2-methyl-3-buten-2-ol with an alkyl acetoacetate at an elevated temperature in the presence of an organic aluminum compound, the improvement wherein the methylbutenol and the alkyl acetoacetate are reacted at from 140° to 180° C., in a molar ratio of from 0.8:1 to 2.0:1, with the proviso that the concentration of said alkyl acetoacetate in the reaction mixture during the entire reaction period is not above 15% by weight for a total time of more than two hours and wherein said organic aluminum compound has the formula ##STR2## where R 1 and R 2 are alkyl or alkoxy of 1 to 4 carbon atoms, R 3 is alkyl of 1 to 4 carbon atoms and n is 0, 1, 2 or 3 or said aluminum compound is an aluminum triaryloxylate wherein the aryloxy group is phenolate, optionally substituted by lower alkyl or lower alkoxy of 1 to 4 carbon atoms or is naphtholate, optionally substituted by alkyl or alkoxy of 1 to 4 carbon atoms.
Claim 3
Dependent Claim
25 words
A process as claimed in claim 1, wherein the methylbutenol and the alkyl acetoacetate are reacted in a molar ratio of from 1:1 to 1.5:1.
Claim 4
Dependent Claim
25 words
A process as claimed in claim 1, wherein the methylbutenol and the alkyl acetoacetate are introduced into a solution of the aluminum compound in 2-methyl-2-hepten-6-one.
Claim 5
Dependent Claim
18 words
A process as claimed in claim 1, wherein said aluminum triaryloxylate is used as the organic aluminum compound.
Claim 6
Dependent Claim
17 words
A process as claimed in claim 4, wherein aluminum triphenolate is used as the organic aluminum compound.
Claim 7
Dependent Claim
15 words
A process as claimed in claim 1, wherein the alkylacetoacetate is methyl or ethyl acetoacetate.
Claim 8
Dependent Claim
38 words
A process as claimed in claim 1 wherein the concentration of said alkyl acetoacetate in the reaction mixture during the entire reaction period is not above 15% by weight for a total time of more than one hour.
Claim 9
Dependent Claim
23 words
A process as claimed in claim 1 wherein the concentration of said alkyl acetoacetate in the reaction mixture never exceeds 5% by weight.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-11-05 | 1983-05-07 | 1983-11-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-11-05 | 1987-05-07 | 1987-11-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-11-05 | 1991-05-07 | 1991-11-06 | $7700.00 | Window Closed / Lapsed |