Benzoylation of 1,2-dimethoxybenzene with benzoic anhydride and substituted benzoyl chlorides over large pore zeolites

Raja, Tezaswi; Singh, Anand; Ramaswamy, A.V.; Finiels, Annie; Moreau, P.

doi:10.1016/s0926-860x(00)00838-3

Cited by 33 publications

(16 citation statements)

References 25 publications

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“…Derouane [14,20] has argued that a Eley-Rideal model cannot be used to describe accurately the behavior of zeolite catalyst used in the synthesis of fine chemicals in liquid phase, because both the reactants are confined within the zeolite pores and there is a competitive adsorption of the reactant molecules on the zeolite surface. Some authors have also stated that a pure Eley-Rideal model cannot fully represent a chemical process occurring over zeolites [21,22]. The rate of reaction for LH mechanism is given by Eq.…”

Section: Mechanismmentioning

confidence: 99%

A comparative esterification of benzyl alcohol with acetic acid over zeolites Hβ, HY and HZSM5

Kirumakki¹,

Nagaraju²,

Narayanan³

2004

Applied Catalysis A: General

124

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Section: Mechanismmentioning

confidence: 99%

A comparative esterification of benzyl alcohol with acetic acid over zeolites Hβ, HY and HZSM5

Kirumakki¹,

Nagaraju²,

Narayanan³

2004

Applied Catalysis A: General

124

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“…Zeolites, clays, and ionic resins are potential solid acid materials for developing catalysts to overcome the above-mentioned limitations [3][4][5]. In recent years, zeolites particularly are being more and more often regarded as an environmentally friendly solid acid catalyst for Friedel-Crafts acylation of aromatic hydrocarbons [6][7][8]. For example, Freese [9] investigated the acylation of aromatic compounds on a series of zeolites and Hb zeolite was found to be the most active catalyst for acylation reactions compared to Y and ZSM-5 zeolites.…”

Section: Introductionmentioning

confidence: 99%

Friedel–Crafts acylation of anisole over Cr-doped Hβ zeolite

et al. 2010

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Cr-doped Hb zeolite is found to have better catalytic performance than Hb zeolite in the Friedel-Crafts acylation of anisole, with acetic anhydride conversion of over 99% and nearly 100% selectivity to furnish para-methoxyacetophenone under the optimized reaction conditions. This is attributed to the increase of weak and moderately strong acid sites, caused by the Cr addition. The formation of carbonaceous materials and their coating of the acid sites are believed to be the reasons for the deactivation of the reused Cr-doped Hb zeolite, as indicated by the Brunauer-Emmett-Teller (BET) method, scanning electron microscopy (SEM), X-ray photoelectron spectroscopy (XPS), and NH 3 temperature-programmed desorption (NH 3 -TPD) measurement results. The catalyst activity can be recovered by a subsequent calcination.

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“…1, inset). The MWW appears under 2 theta (degree) 10 20 HRSEM as small, thin platelets occasionally forming spherical aggregates (Fig. 2).…”

Section: Characterization Of the Catalystsmentioning

confidence: 99%

“…It is prepared by acylation of veratrole in presence of hafnium(IV) triflate, scandium triflate in combination with lithium per chlorate nitromethane system and carboxylic acid or trisubstituted silyl carboxylates in presence of trifluoromethyl benzoic acid anhydride [6][7][8]. It was reported that the acylation activity of FAU was found to be more active than BEA [9,10] in the acylation of veratrole. Supported mesoporous catalysts have also widely been employed for the acylation of veratrole for the synthesis of acetoveratrone.…”

Section: Introductionmentioning

confidence: 99%

Novel Highly Acidic Nanoporous Cage Type Materials and Their Catalysis

et al. 2008

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Acylation of aromatic compounds such as veratrole (1,2-dimethoxybenzene), anisole, isobutyl benzene, and 2-methoxynaphthalene with acetic anhydride (Ac 2 O) has been investigated over different solid acid catalysts such as MWW, BEA, FAU, MOR, and MFI. MWW catalysts have been characterized by X-ray diffraction, N 2 adsorption-desorption isotherm, and HR-FESEM characterization techniques. The reaction is studied in the temperature range 313-353 K under N 2 atmosphere. Among the catalysts tested, MWW was found to be more active than other zeolites. This is mainly due to its three dimensional porous structure with excellent textural characteristics. The effect of veratrole/Ac 2 O molar ratio, catalyst concentration, and reaction temperature has been optimized to get higher conversion of Ac 2 O. Under the optimized reaction conditions, MWW gave the Ac 2 O conversion of 64.3% with a selectivity to acetoveratrone (3 0 ,4 0 -dimethoxyacetophenone) (100%). It was also found that the structural features and acidity play an important role in the conversion and product distribution in the acylation of different aromatic substrates like anisole, isobutyl benzene, and 2-methoxy naphthalene. MWW catalyst has been reused in few cycles after regeneration by washing with ethyl acetate followed by calcination at 500°C for 4 h without loss in its activity. The reaction kinetics of the catalyst was also studied and the results are discussed in detail.

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Benzoylation of 1,2-dimethoxybenzene with benzoic anhydride and substituted benzoyl chlorides over large pore zeolites

Cited by 33 publications

References 25 publications

A comparative esterification of benzyl alcohol with acetic acid over zeolites Hβ, HY and HZSM5

A comparative esterification of benzyl alcohol with acetic acid over zeolites Hβ, HY and HZSM5

Friedel–Crafts acylation of anisole over Cr-doped Hβ zeolite

Novel Highly Acidic Nanoporous Cage Type Materials and Their Catalysis

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