GB1274072A - Synthesis of octadienyl esters - Google Patents
Synthesis of octadienyl estersInfo
- Publication number
- GB1274072A GB1274072A GB43609/69A GB4360969A GB1274072A GB 1274072 A GB1274072 A GB 1274072A GB 43609/69 A GB43609/69 A GB 43609/69A GB 4360969 A GB4360969 A GB 4360969A GB 1274072 A GB1274072 A GB 1274072A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- acid
- octadienyl
- phosphites
- complexes
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,274,072. Octadienyl esters. UNION CARBIDE CORP. 3 Sept., 1969 [4 Sept., 1968], No. 43609/69. Heading C2C. Octadienyl or substituted octadienyl esters are prepared by reacting a 1,3-conjugated acyclic diolefine with a carboxylic acid in the presence of a palladium or platinum catalyst and a tertiary amine with a basicity constant Kb greater than 10<SP>-7</SP>. Acids specified are aliphatic monocarboxylic, cycloalkane, aromatic, ethylenically unsaturated and the acid esters and acids of dicarboxylic acids, and the dienes include butadiene, isoprene, piperylene and 1,3-hexadiene. Tertiary amines suitable are trimethyl, triethyl, triisopropyl and tributylamines, N-methylmorpholine, 2-dimethylaminoethanol, 2-dimethylaminoethylacetate, 2 - diethylaminoethanol, methyldiethanolamine, triethanolamine, 3-dimethyl amino-1-propanol, N,N,N<SP>1</SP>,N<SP>1</SP>-tetramethyl-1,3-propandiamine, N,N,N<SP>1</SP>,N<SP>1</SP>-tetramethyl-1,3-butanediamine, N,N,N<SP>1</SP>,N<SP>1</SP>-tetramethylethylene diamine and triethylene diamine. The reaction may be in a homogeneous liquid phase and palladium and platinum compounds such as alkanoates, cycloalkanecarboxylates, aryl carboxylates, olefine complexes, alkyl and aryl nitrite complexes, salts and complex salts, complexes with trihydrocarbylphosphines and arsines, phosphates and phosphites and bidentate ligands are listed. Catalyst modifiers may also be present and include trihydrocarbylphosphines, -arsines, and -phosphites and mixtures thereof; compounds such as diethyloxyphenylphosphine, ethoxy diphenylphosphine; and bicyclic phosphites. The catalysts may be formed in situ. Examples describe butadieneacetic acid telomerizations to yield octatriene, 3-acetoxy-1,7-octadiene, and 1-acetoxy-2,7-octadiene using various catalysts with various tert. amines; butadiene with isobutyric and propionic acids, benzoic acid, acrylic acid, and phthalic acids. 1-Octa-2,7-dienyl acrylate and 3-octa-1,7- dienyl acrylate are novel compounds prepared by this process.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75748568A | 1968-09-04 | 1968-09-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1274072A true GB1274072A (en) | 1972-05-10 |
Family
ID=25048001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB43609/69A Expired GB1274072A (en) | 1968-09-04 | 1969-09-03 | Synthesis of octadienyl esters |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3711534A (en) |
| BE (1) | BE738423A (en) |
| DE (1) | DE1943453C3 (en) |
| FR (1) | FR2017392A1 (en) |
| GB (1) | GB1274072A (en) |
| NL (1) | NL6913321A (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2137291A1 (en) * | 1971-07-26 | 1973-02-08 | Henkel & Cie Gmbh | PROCESS FOR THE MANUFACTURING OF ALKADIENOLESTERS |
| US4322545A (en) * | 1979-09-14 | 1982-03-30 | Finetex, Inc. | Benzoic acid esters |
| US4323693A (en) * | 1981-04-13 | 1982-04-06 | Finetex, Inc. | Benzoic acid ester |
| US4323694A (en) * | 1981-04-13 | 1982-04-06 | Finetex, Inc. | Benzoic acid esters |
| GB8428347D0 (en) * | 1984-11-09 | 1984-12-19 | Shell Int Research | Dimerization of olefins |
| GB8704338D0 (en) * | 1987-02-24 | 1987-04-01 | Shell Int Research | Dimerization of olefins |
| US5169981A (en) * | 1991-12-06 | 1992-12-08 | Union Carbide Chemicals & Plastics Technology Corporation | Synthesis of alpha-substituted alkadienes |
| US5243099A (en) * | 1991-12-06 | 1993-09-07 | Union Carbide Chemicals & Plastics Technology Corporation | Synthesis of alpha-substituted alkadienes |
| DE102008046075A1 (en) | 2008-09-08 | 2010-03-11 | Evonik Röhm Gmbh | (Meth) acrylate monomer, polymer and coating agent |
-
1968
- 1968-09-04 US US00757485A patent/US3711534A/en not_active Expired - Lifetime
-
1969
- 1969-08-27 DE DE1943453A patent/DE1943453C3/en not_active Expired
- 1969-09-01 NL NL6913321A patent/NL6913321A/xx unknown
- 1969-09-03 GB GB43609/69A patent/GB1274072A/en not_active Expired
- 1969-09-04 FR FR6930230A patent/FR2017392A1/fr not_active Withdrawn
- 1969-09-04 BE BE738423D patent/BE738423A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1943453C3 (en) | 1974-05-02 |
| US3711534A (en) | 1973-01-16 |
| DE1943453B2 (en) | 1973-10-04 |
| DE1943453A1 (en) | 1970-03-12 |
| NL6913321A (en) | 1970-03-06 |
| FR2017392A1 (en) | 1970-05-22 |
| BE738423A (en) | 1970-03-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3168553A (en) | Reactions of olefins with carbon monoxide | |
| Drent et al. | Efficient palladium catalysts for the carbonylation of alkynes | |
| GB1066772A (en) | Carbonylation of olefinically unsaturated compounds | |
| US4172087A (en) | Process for preparing unsaturated aliphatic esters from aliphatic dienes | |
| US3992456A (en) | Synthesis of alkadienols | |
| GB1274072A (en) | Synthesis of octadienyl esters | |
| GB1463991A (en) | Process for the production of carboxylic acids and acid deri vatives | |
| US3856856A (en) | Production of carboxylic acids and esters | |
| GB1600525A (en) | Process for preparing unsaturated aliphatic acids or esters from aliphatic dienes | |
| EP0577205A2 (en) | Carbonylation of conjugated dienes | |
| US3668249A (en) | Cyclic hydrocarboxylation process for production of straight-chain acids, anhydrides or esters | |
| US3309418A (en) | Process for producing hexadienes | |
| ATE236111T1 (en) | HYDROFORMYLATION OF A MULTI-COMPONENT STEAM | |
| Khand et al. | Synthesis of conjugated dienes using cobalt acetylene complexes | |
| US3859319A (en) | Carboalkoxylation of unsaturated compounds with a palladium catalyst containing bridging phosphido groups | |
| GB1340873A (en) | Carbonylation of olefins and acetylenes | |
| GB1146707A (en) | A process for the production of unsaturated organic compounds | |
| DE1282015B (en) | Process for the preparation of carboxylic acid alkenyl esters | |
| GB1451765A (en) | Oxycarbonylation process | |
| US3775469A (en) | Preparation of unsaturated esters | |
| GB1381988A (en) | Process for producing alkadienol esters and products produced therefrom | |
| US3746749A (en) | Method for producing carboxylic acid unsaturated esters | |
| US3652655A (en) | Preparation of esters of unsaturated carboxylic acids | |
| US3697600A (en) | Preparation of a ketone and an aldehyde,by carbonylation of an olefin in the presence of a secondary alcohol | |
| GB1352767A (en) | Process for producing acyloxydodecatrienes |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |