US3856815A
Expired / Lapsed
US
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Process for the production of oxa-bicyclo alkenes
Assignee: Haarmann and Reimer GmbH
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Filing: 1972-07-21
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Granted: 1974-12-24
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Expires: 1992-07-21
Abstract
Abstract in which R1, R2 and R3, which may be the same or different, are hydrogen, methyl or ethyl; M AND P, WHICH MAY BE THE SAME OR DIFFERENT, ARE 0 TO 1; R4, when m and p 0, is a lower aliphatic carboxylic acid radical or, when at least one of m and p is 1, R4 is a lower aliphatic carboxylic acid or hydrogen, IN A RADICAL INITIATED REACTION. Oxa-bicyclo alkene compounds are prepared by reacting a saturated cyclic ketone of from 11 to 15 ring carbon atoms, with a compound corresponding to the general formula (I):
Inventors
- 👤 R Hopp
- 👤 K Bauer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 03:45
CPC Classifications
C; C07; C07D; C07D313/00; C07D313/02; C07D313/06; C07D311/00; C07D311/02; C07D311/94; C11; C11B; C11B9/00; C11B9/0069; C11B9/0073; C11B9/0084
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
8 words
PROCESS FOR THE PRODUCTION OF AN OXA-BICYCLO ALKENE
Claim 2
Dependent Claim
8 words
PROCESS FOR THE PRODUCTION OF AN OXA-BICYCLO ALKENE
Claim 3
Dependent Claim
26 words
Process as claimed in claim 1 wherein R4 is a lower aliphatic carboxylic acid radical and wherein the reaction mixture is hydrolyzed after said separating step.
Claim 4
Dependent Claim
17 words
Process as claimed in claim 1 wherein said oxa-bicyclo alkene compound is recovered from the reaction mixture.
Claim 5
Dependent Claim
32 words
Process as claimed in claim 1 wherein the total sum of the carbon atoms of said cyclic ketone and the linear carbon atoms of said alkene compound is from 14 to 16.
Claim 6
Dependent Claim
11 words
Process as claimed in claim 4 wherein said sum is 15.
Claim 7
Dependent Claim
12 words
Process as claimed in claim 1 wherein said cyclic ketone is cyclododecanone.
Claim 8
Dependent Claim
16 words
Process as claimed in claim 6 wherein the said alkene compound has three linear carbon atoms.
Claim 9
Dependent Claim
18 words
Process as claimed in claim 1 wherein said alkene compound is 1-propen-3-ol, 2-methyl-1-propen-3-ol, 1-buten-3-ol, 1-propen-3-yl-acetate, 2-methyl-1-propen-3-yl-acetate or 1-buten-3-yl-acetate.
Claim 10
Dependent Claim
26 words
A process as claimed in claim 1 wherein 1.5 to 10 mols of cyclo alkanone are used per mol of the compound of general formula I.
Claim 11
Dependent Claim
29 words
A process as claimed in claim 1 wherein the radical initiator is used in quantities of from about 0.1 to 0.3 mol per mol of alkenol or alkenyl ester.
Claim 12
Dependent Claim
16 words
A process as claimed in claim 1 wherein di-tert.-butyl peroxide is used as the radical initiator.
Claim 13
Dependent Claim
20 words
A process as claimed in claim 1 wherein the reaction is carried out at temperatures of from 120* to 200*C.
Claim 14
Dependent Claim
44 words
A process as claimed in claim 1 wherein said acid catalyst is phosphoric acid, polyphosphoric acid, hydrochloric acid, hydrobromic acid, sulphuric acid, benzene sulphonic acid, toluene sulphonic acid, naphthalene sulphonic acid, methyl sulphonic acid, acid silica gel, acid ion exchangers or acid fuller''s earth.
Claim 15
Dependent Claim
16 words
A process as claimed in claim 1 wherein phosphoric acid is used as the acid catalyst.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-12-23 | 1978-06-24 | 1978-12-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-12-23 | 1982-06-24 | 1982-12-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-12-23 | 1986-06-24 | 1986-12-24 | $7700.00 | Window Closed / Lapsed |