GB1042459A - Process for preparing aromatic compounds by trimerization of 2-methyl-3-butyn-2-ol - Google Patents
Process for preparing aromatic compounds by trimerization of 2-methyl-3-butyn-2-olInfo
- Publication number
- GB1042459A GB1042459A GB4720863A GB4720863A GB1042459A GB 1042459 A GB1042459 A GB 1042459A GB 4720863 A GB4720863 A GB 4720863A GB 4720863 A GB4720863 A GB 4720863A GB 1042459 A GB1042459 A GB 1042459A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nabh4
- butyn
- methyl
- trimerization
- clo4
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/24—Nitrogen compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
- B01J31/146—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of boron
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/324—Cyclisations via conversion of C-C multiple to single or less multiple bonds, e.g. cycloadditions
- B01J2231/328—Cycloadditions involving more than 2 components or moieties, e.g. intra-/intermolecualar [2+2+2] or [2+2+1], e.g. Pauson-Khand type
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises 1,2,4-tris(1-hydroxy-isopropyl)benzene and its dehydration products 1,1,3,3-tetramethyl-5-isopropenylphthalane (I) and 1,1,33-tetramethyl-5-(1-hydroxyisopropyl)-phthalane (II). The triol is made by trimerizing 2-methyl-3-butyn-2-ol at not less than 60 DEG C. in presence of a catalyst comprising (a) an unsubstituted borohydride of an alkali or alkaline earth metal, (b) a Co salt, anhydrous or complexed with liquids, (c) NO or compounds containing the NO3-, NO2- or ClO4-ions; (b) and (c) may be constituted by a single compound. The molar ratio (a) : (b) is 0.25-4.0 : 1. Dehydration of the triol gives I under acid conditions, but II using basic alumina.ALSO:A catalyst for trimerising methylbutynol (see Division C2) comprises (a) M(BH4)n where M is an alkali or alkaline earth metal of valency n, (b) a Co salt, anhydrous or complexed with liquids and (c) NO or compounds containing NO3-, NO2- or ClO4-, the molar ratio (a):(b) being 0.25-4.0:1. Exemplified catalysts are Co(NO3)2, 6H2O/NaBH4, CoCl2, 6H2O/NaNO3/NaBH4, Ba(NO2)2, H2O/CoSO4 7H2O/NaBH4 and CoCl2 6H2O/NO/NaBH4.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2732462 | 1962-12-01 | ||
| IT1072563 | 1963-05-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1042459A true GB1042459A (en) | 1966-09-14 |
Family
ID=26326346
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4720863A Expired GB1042459A (en) | 1962-12-01 | 1963-11-29 | Process for preparing aromatic compounds by trimerization of 2-methyl-3-butyn-2-ol |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1042459A (en) |
-
1963
- 1963-11-29 GB GB4720863A patent/GB1042459A/en not_active Expired
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