Patent US4895984A successfully refreshed from Google Patents.
US4895984A
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Acylation of aromatics
Assignee: BASF SE
•
Filing: 1988-05-25
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Granted: 1990-01-23
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Expires: 2008-05-25
Abstract
Abstract Aromatics are acylated by the Friedel-Crafts method by carrying out the acylation in the presence of metalalkyls or metalalkyl halides of metals or semimetals of main groups two to five and/or of metals of subgroups two or four of the Periodic Table.
Inventors
- 👤 Manfred Eggersdorfer
- 👤 Hardo Siegel
- 👤 Alfred Schuhmacher
- 👤 Walter Grosch
- 👤 Jochem Henkelmann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 17:13
CPC Classifications
C; C07; C07B; C07B37/00; C07B37/02; C07C; C07C51/00; C07C51/347; C07C51/373; C07C45/00; C07C45/45; C07C45/46; C07C49/00; C07C49/76
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
89 words
In a process for the acylation of benzene substituted by a branched-chain amyl group, using a Friedel-Crafts catalyst selected from the group consisting of FeCl 3 , BF 3 , ZnCl 2 , TiCl 4 , aluminum bromide and aluminum chloride, to produce the corresponding amyl-substituted phenyl ketone, the improvement which comprises carrying out the acylation in the presence of an organometallic compound which is a metalalkyl or metalalkyl halide of a metal selected from the group consisting of aluminum, magnesium, boron, tin, zinc and titanium as a cocatalyst.
Claim 2
Dependent Claim
89 words
In a process for the acylation of benzene substituted by a branched-chain amyl group, using a Friedel-Crafts catalyst selected from the group consisting of FeCl 3 , BF 3 , ZnCl 2 , TiCl 4 , aluminum bromide and aluminum chloride, to produce the corresponding amyl-substituted phenyl ketone, the improvement which comprises carrying out the acylation in the presence of an organometallic compound which is a metalalkyl or metalalkyl halide of a metal selected from the group consisting of aluminum, magnesium, boron, tin, zinc and titanium as a cocatalyst.
Claim 3
Dependent Claim
32 words
A process as claimed in claim 1, wherein a carbonyl halide or carboxylic anhydride is reacted with said benzene substituted by a branched-chain amyl group to give the corresponding amyl-substituted phenyl ketone.
Claim 4
Dependent Claim
56 words
A process as claimed in claim 2, wherein the organometallic compound is a trialkylaluminum or an alkylaluminum halide of the formula R.sub.n AlX.sub.3-n Ia where the R groups are identical or different alkyl groups of 1 to 12 carbon atoms, X is halogen and n is 1, 2 or 3, or a mixture of said compounds.
Claim 5
Dependent Claim
17 words
A process as claimed in claim 1, wherein the organometallic compound is a metalalkyl chloride or bromide.
Claim 6
Dependent Claim
17 words
A process as claimed in claim 1, wherein the Friedel-Crafts catalyst used is aluminum chloride or bromide.
Claim 7
Dependent Claim
60 words
A process as claimed in claim 3, wherein a mixture of the Friedel-Crafts catalyst and the trialkylaluminum or alkylaluminum halide Ia is used in an amount of from 1 to 1.5 moles of the mixture per equivalent of the carbonyl halide, or in an amount of from 2 to 2.5 moles of the mixture per equivalent of the carboxylic anhydride.
Claim 8
Dependent Claim
46 words
A process as claimed in claim 3, wherein from 0.1 to about 1 mole of alkylaluminum dihalide, from 0.05 to about 0.5 mole of dialkylaluminum halide or from 0.03 to about 0.33 mole of trialkylaluminum is used per equivalent of the carbonyl halide or carboxylic anhydride.
Claim 9
Dependent Claim
18 words
A process as claimed in claim 1, wherein the benzene substituted by a branched-chain amyl group is t-amylbenzene.
Claim 10
Dependent Claim
56 words
A process as claimed in claim 8 wherein the organometallic compound is a trialkylaluminum or an alkylaluminum halide of the formula R.sub.n AlX.sub.3-n Ia where the R groups are identical or different alkyl groups of 1 to 12 carbon atoms, X is halogen and n is 1, 2 or 3, or a mixture of said compounds.
Claim 11
Dependent Claim
19 words
A process as claimed in claim 9, wherein a carbonyl halide or carboxylic anhydride is reacted with said t-amylbenzene.
Claim 12
Dependent Claim
17 words
A process as claimed in claim 8, wherein the organometallic compound is a metalalkyl chloride or bromide.
Claim 13
Dependent Claim
17 words
A process as claimed in claim 8, wherein the Friedel-Crafts catalyst used is aluminum chloride or bromide.
Claim 14
Dependent Claim
27 words
A process as claimed in claim 10, wherein from 0.1 to about 1 mole of alkylaluminum dihalide is used per equivalent of carbonyl halide or carboxylic anhydride.
Claim 15
Dependent Claim
27 words
A process as claimed in claim 10, wherein from 0.05 to about 0.5 mole of dialkylaluminum halide is used per equivalent of carbonyl halide or carboxylic anhydride.
Claim 16
Dependent Claim
26 words
A process as claimed in claim 10, wherein from 0.03 to about 0.33 mole of trialkylaluminum is used per equivalent of carbonyl halide or carboxylic anhydride.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-01-22 | 1993-07-24 | 1994-01-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-01-22 | 1997-07-24 | 1998-01-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-01-22 | 2001-07-24 | 2002-01-23 | $7700.00 | Window Closed / Lapsed |