GB1185108A - Method of Producing Compounds Containing a Double Carbon-Carbon Bond - Google Patents
Method of Producing Compounds Containing a Double Carbon-Carbon BondInfo
- Publication number
- GB1185108A GB1185108A GB22692/67A GB2269267A GB1185108A GB 1185108 A GB1185108 A GB 1185108A GB 22692/67 A GB22692/67 A GB 22692/67A GB 2269267 A GB2269267 A GB 2269267A GB 1185108 A GB1185108 A GB 1185108A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vitamin
- azomethine
- triphenyl
- axerophthylidene
- hydrosulphate
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 title 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 8
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 abstract 6
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-O triphenylphosphanium Chemical compound C1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-O 0.000 abstract 4
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 abstract 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 abstract 2
- 239000011717 all-trans-retinol Substances 0.000 abstract 2
- 235000019169 all-trans-retinol Nutrition 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical compound CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 abstract 2
- 235000019173 retinyl acetate Nutrition 0.000 abstract 2
- 239000011770 retinyl acetate Substances 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 239000011719 vitamin A Substances 0.000 abstract 2
- 235000019155 vitamin A Nutrition 0.000 abstract 2
- 229940045997 vitamin a Drugs 0.000 abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- UPYKUZBSLRQECL-UKMVMLAPSA-N Lycopene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(=C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=C)CCCC2(C)C UPYKUZBSLRQECL-UKMVMLAPSA-N 0.000 abstract 1
- 229910018287 SbF 5 Inorganic materials 0.000 abstract 1
- 125000004171 alkoxy aryl group Chemical group 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 235000005473 carotenes Nutrition 0.000 abstract 1
- XOYLJNJLGBYDTH-UHFFFAOYSA-M chlorogallium Chemical compound [Ga]Cl XOYLJNJLGBYDTH-UHFFFAOYSA-M 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 150000004023 quaternary phosphonium compounds Chemical class 0.000 abstract 1
- 229960000342 retinol acetate Drugs 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 abstract 1
- 150000002266 vitamin A derivatives Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/929—Special chemical considerations
- Y10S585/93—Process including synthesis of nonhydrocarbon intermediate
- Y10S585/933—N-containing
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6606913A NL6606913A (https=) | 1966-05-19 | 1966-05-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1185108A true GB1185108A (en) | 1970-03-18 |
Family
ID=19796651
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22692/67A Expired GB1185108A (en) | 1966-05-19 | 1967-05-16 | Method of Producing Compounds Containing a Double Carbon-Carbon Bond |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3475506A (https=) |
| AT (1) | AT278256B (https=) |
| BE (1) | BE698655A (https=) |
| CH (1) | CH520636A (https=) |
| DE (1) | DE1618740A1 (https=) |
| ES (1) | ES340626A1 (https=) |
| GB (1) | GB1185108A (https=) |
| NL (1) | NL6606913A (https=) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4328383A (en) * | 1980-01-18 | 1982-05-04 | S. A. Firmenich | Process for preparing unsaturated bicyclic hydrocarbons |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2917523A (en) * | 1959-12-15 | Production of compounds of the | ||
| US2849507A (en) * | 1954-12-24 | 1958-08-26 | Hoffmann La Roche | Preparation of all-trans-carotenoid compounds |
| US2819312A (en) * | 1955-07-22 | 1958-01-07 | Hoffmann La Roche | Process for the manufacture of polyene aldehydes |
| US2891986A (en) * | 1956-08-14 | 1959-06-23 | Nopco Chem Co | Production of materials useful for producing vitamin a |
| US2945069A (en) * | 1958-01-31 | 1960-07-12 | Eastman Kodak Co | Synthesis of beta-carotene |
| DE1149353B (de) * | 1960-08-03 | 1963-05-30 | Bayer Ag | Verfahren zur Herstellung von 6-[2', 6', 6'-Trimethylcyclohexen-(1')-yl]-4-methylhexadien-(3, 5)-in-(1) (íÀC-KohlenwasserstoffíÂ) |
| NL126583C (https=) * | 1963-07-19 | |||
| US3429928A (en) * | 1966-03-28 | 1969-02-25 | Hoffmann La Roche | Polyene compounds and processes |
-
1966
- 1966-05-19 NL NL6606913A patent/NL6606913A/xx unknown
-
1967
- 1967-05-16 DE DE19671618740 patent/DE1618740A1/de active Pending
- 1967-05-16 CH CH686467A patent/CH520636A/de not_active IP Right Cessation
- 1967-05-16 AT AT458867A patent/AT278256B/de not_active IP Right Cessation
- 1967-05-16 GB GB22692/67A patent/GB1185108A/en not_active Expired
- 1967-05-17 US US639035A patent/US3475506A/en not_active Expired - Lifetime
- 1967-05-17 ES ES340626A patent/ES340626A1/es not_active Expired
- 1967-05-18 BE BE698655D patent/BE698655A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE698655A (https=) | 1967-11-20 |
| ES340626A1 (es) | 1968-07-01 |
| DE1618740A1 (de) | 1971-04-22 |
| US3475506A (en) | 1969-10-28 |
| CH520636A (de) | 1972-03-31 |
| AT278256B (de) | 1970-01-26 |
| NL6606913A (https=) | 1967-11-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |