Phenetole benzoylation

Table 14.6 Benzoylation of phenetole with p-chlorobenzoyl chloride over different zeolites.

Figure 14.4 Simplified flow chart of the benzoylation of phenetole to o-benzophenone.

All tested zeolites are sold by Zeolyst. For this reaction, HY not only stands out as the best material but, in this case, the reaction was much faster. HBEA, which was as active as the HY in the case of anisole, is now less active in the benzoylation (entries 3 and 4 in Table 14.6). Interestingly, with the HMOR and HZSM5, the benzoylation of phenetole might also proceed at the surface of the catalyst. 

Yield relative to benzoyl chloride (molar ratio phenetole ] -chlorobenzoyl chloride = 4). 

Scheme 14.2 Formation of phenyl p-chlorobenzoate during the benzoylation of phenetole.

Friedel-Crafts acylation of phenetole with benzoyl chloride in the presence... 

Preparation by reaction of m-(trifluoromethyl) benzoyl fluoride with phenol in hydrofluoric acid at 100° for 6 h under 5 atmospheres (92%) [978]. - Preparation by reaction of m-(trifluoromethyl)benzoyl chloride with phenetole in the presence of aluminium chloride in carbon disulfide between 0° and 5°, then at r.t. for overnight (21%) [903]. m.p. 144-145° [903] Spectra (NA). 

---