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US4268445A
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Preparation of bicyclic enol-ethers, and novel ethers of 2-(3-hydroxyprop-l-yl)-cycloalkanones
Assignee: BASF SE
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Filing: 1980-01-31
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Granted: 1981-05-19
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Expires: 2000-01-31
Abstract
Abstract The preparation of bicyclic enol-ethers (I) ##STR1## (where n is from 3 to 12, and R 1 , R 2 and R 3 may be H or C 1 --C 4 -alkyl) by free radical adduct formation of CHR 1 =CR 2 --CHR 3 --O--R 4 (III)(where R 4 is tert.-butyl, tetrahydrofuran-2-yl or tetrahydropyran-2-yl) with a cyclic ketone (IV) ##STR2## followed by acid-catalyzed cyclization, and novel compounds II ##STR3## The compounds (I) and (II) are intermediates for the synthesis of musk-like fragrances.
Inventors
- 👤 Rudolf Kropp
- 👤 Frank Thoemel
- 👤 Axel Nuerrenbach
- 👤 Werner Hoffman
- 👤 Franz Wenisch
- 👤 Hartwig Fuchs
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 03:41
CPC Classifications
C; C07; C07D; C07D311/00; C07D311/02; C07D311/94; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/69; C07C49/00; C07C49/385; C07C49/517; C07D307/00; C07D307/02; C07D307/04; C07D307/18; C07D307/20; C07D309/00; C07D309/02; C07D309/08; C07D309/10; C07D309/12; C07D311/74
Claims Analysis
Total Claims: 2
Claim 1
Independent Claim
88 words
A process for the preparation of a bicyclic enol-ether of the general formula (I) ##STR13## where n is from 3 to 12 and R 1 , R 2 and R 3 are hydrogen or C 1 -C 4 -alkyl, by free radical adduct formation of an allyl compound with a cyclic ketone of the general formula (IV) ##STR14## and subsequent acid-catalyzed cyclization to give (I), wherein the allyl compound used is an allyl ether of the general formula (III) ##STR15## where R 4 is tert.-butyl, tetrahydrofuran-2-yl or tetrahydropyran-2-yl.
Claim 2
Dependent Claim
88 words
A process for the preparation of a bicyclic enol-ether of the general formula (I) ##STR13## where n is from 3 to 12 and R 1 , R 2 and R 3 are hydrogen or C 1 -C 4 -alkyl, by free radical adduct formation of an allyl compound with a cyclic ketone of the general formula (IV) ##STR14## and subsequent acid-catalyzed cyclization to give (I), wherein the allyl compound used is an allyl ether of the general formula (III) ##STR15## where R 4 is tert.-butyl, tetrahydrofuran-2-yl or tetrahydropyran-2-yl.
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) | 1984-05-18 | 1984-11-17 | 1985-05-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-05-18 | 1988-11-17 | 1989-05-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-05-18 | 1992-11-17 | 1993-05-19 | $7700.00 | Window Closed / Lapsed |