GB1209909A - A long chain hydrocarbon ketone - Google Patents
A long chain hydrocarbon ketoneInfo
- Publication number
- GB1209909A GB1209909A GB2183870A GB2183870A GB1209909A GB 1209909 A GB1209909 A GB 1209909A GB 2183870 A GB2183870 A GB 2183870A GB 2183870 A GB2183870 A GB 2183870A GB 1209909 A GB1209909 A GB 1209909A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dien
- ketone
- ethylene ketal
- wittig reagent
- ethyl
- 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
- 239000004215 Carbon black (E152) Substances 0.000 title 1
- 229930195733 hydrocarbon Natural products 0.000 title 1
- -1 hydrocarbon ketone Chemical class 0.000 title 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 3
- 239000005977 Ethylene Substances 0.000 abstract 3
- 239000003153 chemical reaction reagent Substances 0.000 abstract 3
- 150000002576 ketones Chemical class 0.000 abstract 3
- HSRQHSFPIKREMB-UHFFFAOYSA-N 6,10-dimethyldodeca-5,9-dien-2-one Chemical compound CCC(C)=CCCC(C)=CCCC(C)=O HSRQHSFPIKREMB-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 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 2
- SAXWRVSDVXCTEL-SOFGYWHQSA-N (e)-6-methyloct-5-en-2-one Chemical compound CC\C(C)=C\CCC(C)=O SAXWRVSDVXCTEL-SOFGYWHQSA-N 0.000 abstract 1
- HTKABMPGOHRVCT-UHFFFAOYSA-N 5-bromopentan-2-one Chemical compound CC(=O)CCCBr HTKABMPGOHRVCT-UHFFFAOYSA-N 0.000 abstract 1
- IKRZHUJVIDUZQY-UHFFFAOYSA-N 6-bromohexan-3-one Chemical group CCC(=O)CCCBr IKRZHUJVIDUZQY-UHFFFAOYSA-N 0.000 abstract 1
- ATJNRJIDXLMSJP-UHFFFAOYSA-N 6-ethyl-10-methyldodeca-5,9-dien-2-one Chemical compound CCC(C)=CCCC(CC)=CCCC(C)=O ATJNRJIDXLMSJP-UHFFFAOYSA-N 0.000 abstract 1
- ZTWZRPXZUNWGTP-UHFFFAOYSA-N O=C(CCC=[PH3])C Chemical compound O=C(CCC=[PH3])C ZTWZRPXZUNWGTP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/16—Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/208—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being MX
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/34—Halogenated alcohols
- C07C31/44—Halogenated alcohols containing saturated rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/59—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/203—Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/14—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by free hydroxyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
- C07D303/42—Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,209,909. Unsaturated ketones. ZOECON CORP. 30 Aug., 1967 [24 Feb., 1967 (3)], No. 21838/70. Divided out of 1,209,902. Heading C2C. The novel compound 6-ethyl-10-methyldodeca-5,9-dien-2-one is obtained by a method analogous to that used to prepare 6,10-dimethyldodeca - 5,9 - dien - 2 - one and comprising reacting the ethylene ketal of 1-bromo-4-pentanone with triphenyl phosphine to obtain 4-ketopentylidenephosphorane, reacting this Wittig reagent with methyl ethyl ketone to prepare the ethylene ketal of 6-methyl-5-octen-2-one which is hydrolysed to the ketone and reacted with a second mol. of the Wittig reagent to obtain the ethylene ketal of 6,10-dimethyldodeca-5,9-dien- 2-one which yields the ketone on hydrolysis. 6 - Ethyl - 10 - dodeca - 5,9 - dien - 2 - one is obtained by substituting 1-bromo-4-hexanone in the preparation of the first-used Wittig reagent in the above process sequence.
Applications Claiming Priority (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US57949066A | 1966-09-15 | 1966-09-15 | |
US59019566A | 1966-10-28 | 1966-10-28 | |
US59232466A | 1966-11-07 | 1966-11-07 | |
US59466466A | 1966-11-16 | 1966-11-16 | |
US60557866A | 1966-12-29 | 1966-12-29 | |
US60556666A | 1966-12-29 | 1966-12-29 | |
US61833967A | 1967-02-24 | 1967-02-24 | |
US61832167A | 1967-02-24 | 1967-02-24 | |
US61835167A | 1967-12-24 | 1967-12-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1209909A true GB1209909A (en) | 1970-10-21 |
Family
ID=27578872
Family Applications (8)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3960167A Expired GB1209902A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon phosphonates and processes for their preparation |
GB5585868A Expired GB1209903A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon esters and acids and process for their production |
GB1716770A Expired GB1209908A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon alcohols |
GB2183870A Expired GB1209909A (en) | 1966-09-15 | 1967-08-30 | A long chain hydrocarbon ketone |
GB3300469A Expired GB1209906A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon halides and process for their production |
GB5585968A Expired GB1209904A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon alcohols and esters and ethers and process for their production |
GB3314669A Expired GB1209907A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon amines and process for their production |
GB5586068A Expired GB1209905A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon amides and process for their production |
Family Applications Before (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3960167A Expired GB1209902A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon phosphonates and processes for their preparation |
GB5585868A Expired GB1209903A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon esters and acids and process for their production |
GB1716770A Expired GB1209908A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon alcohols |
Family Applications After (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3300469A Expired GB1209906A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon halides and process for their production |
GB5585968A Expired GB1209904A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon alcohols and esters and ethers and process for their production |
GB3314669A Expired GB1209907A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon amines and process for their production |
GB5586068A Expired GB1209905A (en) | 1966-09-15 | 1967-08-30 | Long chain hydrocarbon amides and process for their production |
Country Status (5)
Country | Link |
---|---|
CH (1) | CH494728A (en) |
DE (2) | DE1618946A1 (en) |
FR (1) | FR1551052A (en) |
GB (8) | GB1209902A (en) |
NL (1) | NL6712568A (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU1648870A (en) * | 1969-07-09 | 1971-12-23 | Fmc Corporation | Method of controlling insects and compostion therefor |
CH569684A5 (en) * | 1972-03-10 | 1975-11-28 | Givaudan & Cie Sa | |
JPS52131507A (en) * | 1976-04-24 | 1977-11-04 | Sankyo Co Ltd | Polyprenyl derivatives |
CH625676A5 (en) * | 1977-07-19 | 1981-10-15 | Ciba Geigy Ag | |
US4230726A (en) * | 1979-06-29 | 1980-10-28 | The United States Of America As Represented By The Secretary Of Agriculture | Control of parasitic mites with alkyl amines |
US4456603A (en) * | 1979-08-14 | 1984-06-26 | Eisai Co., Ltd. | Polyprenylcarboxylic acid amides useful for treating liver dysfunction |
JPS57192342A (en) * | 1981-05-18 | 1982-11-26 | Nisshin Flour Milling Co Ltd | Isoprenylamine derivative |
CN113999096B (en) * | 2021-11-29 | 2023-05-30 | 万华化学集团股份有限公司 | Method for synthesizing 6-methyl-5-octene-2-ketone by condensation hydrogenation |
-
1967
- 1967-08-30 GB GB3960167A patent/GB1209902A/en not_active Expired
- 1967-08-30 GB GB5585868A patent/GB1209903A/en not_active Expired
- 1967-08-30 GB GB1716770A patent/GB1209908A/en not_active Expired
- 1967-08-30 GB GB2183870A patent/GB1209909A/en not_active Expired
- 1967-08-30 GB GB3300469A patent/GB1209906A/en not_active Expired
- 1967-08-30 GB GB5585968A patent/GB1209904A/en not_active Expired
- 1967-08-30 GB GB3314669A patent/GB1209907A/en not_active Expired
- 1967-08-30 GB GB5586068A patent/GB1209905A/en not_active Expired
- 1967-09-13 DE DE19671618946 patent/DE1618946A1/en active Pending
- 1967-09-13 DE DE19671793729 patent/DE1793729A1/en active Pending
- 1967-09-14 NL NL6712568A patent/NL6712568A/xx unknown
- 1967-09-15 CH CH1292167A patent/CH494728A/en not_active IP Right Cessation
- 1967-09-15 FR FR1551052D patent/FR1551052A/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
GB1209902A (en) | 1970-10-21 |
GB1209908A (en) | 1970-10-21 |
GB1209907A (en) | 1970-10-21 |
GB1209905A (en) | 1970-10-21 |
FR1551052A (en) | 1968-11-18 |
NL6712568A (en) | 1968-03-18 |
GB1209903A (en) | 1970-10-21 |
GB1209906A (en) | 1970-10-21 |
DE1618946A1 (en) | 1972-06-08 |
DE1793729A1 (en) | 1973-04-26 |
CH494728A (en) | 1970-08-15 |
GB1209904A (en) | 1970-10-21 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |