4- A-benzoyl

A) Benzoyl Derivative. Since acetylation and benzoylation do not always proceed smoothly with nitrophenols, it is best to reduce them to the aminophenol as in (3) above. Add an excess of 20% aqueous sodium hydroxide to the reaction mixture after reduction, cool and then add a small excess of benzoyl chloride, and shake in the usual way. The dibenzoyl derivative wiU separate. Filter, wash with water and recrystalUse. (M.ps., p. 551.)... 

The reaction of the o-iodophenol 275 with an alkylallene affords the bcnzo-furan derivative 276[184], Similarly, the reactions of the 6-hydroxyallenes 277 and 279 with iodobenzene afford the tetrahydrofurans 278 and 280. Under a CO atmosphere, CO insertion takes place before the insertion of the allenyl bond, and a benzoyl group, rather than a phenyl group, attacks the allene carbon to give 280. Reaction of iodobenzene with 4,5-hexadienoic acid (281) affords the furanone derivative 282[185]. 

Enterobactin (ent), the cycHc triester of 2,3-dihydroxy-A/-benzoyl-l-serine, uses three catecholate dianions to coordinate iron. The iron(III)-enterobactin complex [62280-34-6] has extraordinary thermodynamic stabiUty. For Fe " +ent , the estimated formal stabiUty constant is 10 and the reduction potential is approximately —750 mV at pH 7 (23). Several catecholate-containing synthetic analogues of enterobactin have been investigated and found to have lesser, but still impressively large, formation constants. 

Direct Reds. The principal commercially produced direct reds, with revealed chemistry, are of disazo or polyazo composition (Table 6). Direct Red 81 (68) is manufactured by couplingp- -aminopheny1azo)henzenesu1fonic acid to A/-benzoyl J-acid Other important direct red dyes iaclude those shown ia Figure 5. 

Benzoic anhydride is not manufactured on a large scale. Its primary use is as a benzoylating agent in the manufacture of pharmaceuticals and chemical intermediates. 

A-Carbamoyldiaziridines can open the three-membered ring and recyclize through the carbamoyl nitrogen, as demonstrated in a benzoyl isocyanate adduct (74JOC3198) and in the formation of (140) (79JOC3935). 

First the five protons (integral) of the //NMR spectrum (Sfj = 7.50 - 7.94) in the chemical shift range appropriate for aromatics indicate a monosubstituted benzene ring with typical coupling constants 8.0 Hz for ortho protons, 1.5 Hz for meta protons.). The chemical shift values especially for the protons which are positioned ortho to the substituent Sn = 7.94) reflect a -M effect. Using the CH COLOC plot it can be established from the correlation signal hclS = 66.AI7.94 that it is a benzoyl group A. 

Starting with A -benzoyl-di-( -carbcthoxyethyl)aniine. CO. N(CH2. CHg COgEt) ... 

Lobinine, CjgHggOgN. First isolated by Wieland, Ishimasa and Koschara who, on the evidence then available, regarded it as 2-phenacyl-l-methyl-7-)3-hydroxypropylhexamethyleneimine, CjgHjjOjN (XXI), which was modified to (XX) in 1989. It furnishes an oxime (B. HCl, m.p. 182°) and a benzoyl derivative (B. HCl, m.p. 146-7°). On reduction by sodium in acetic acid it is converted into the unsaturated dihydric alcohol for which th original name lobinol has been changed to /3-lobinanidine,... 

Ammodendrine, C jH oONj, HjO (No. 1, table, p. 116). The base has m.p. 73 °, becomes anhydrous at 70-80°, and then melts at 50-60°, Wd i 0°. The salts are amorphous and deliquescent except the hydriodide B. HI, which forms a crystalline precipitate, m.p. 218-20°, from alcohol, and the perchlorate, m.p. 199-200°. An amorphous A-benzoyl derivative was obtained. With methyl iodide ammodendrine behaves as a secondary base, yielding first A-methylammodendrine hydriodide (a crystalline precipitate, m.p. 183-5°, from a mixture of alcohol and acetone), and at the second stage iV-methylammodendrine methiodide, m.p. 163-5°. On hydrogenation ammodendrine furnishes a dihydro-base, which is hydrolysed into acetic acid and 2 3 -dipiperidyl, C oHjoNj, and must be dZ-A-acetyl-3-a-piperidylpiperidine. Ammodendrine should therefore be acetyltetrahydroanabasine and is of biological interest as the first recorded occurrence of this type of alkaloid in the Leguminoss. ... 

Cleavage of oligonucleotide from solid support and removal of A benzoyl and A isobutyryl blocking groups. 

Me2CHCH2)2AlH, PhCH3, -78°, 80% yield. " Since the A-benzoyl group in this substrate could not be removed by hydrolysis, a less selective reductive cleavage with diisobutylaluminum hydride was used. 

The synthesis of 3,4-dihydroisoquinolines via intramolecular reactions of phenethyl amides was first reported by August Bischler and Bernard Napieralski in 1893. The authors described the conversion of A-acyl phenethylamide (1, R = Me) and A-benzoyl phenethylamide (1, R = Ph) to 1-methyl-3,4-dihydroisoquinoline (2, R = Me) and 1-phenyl-3,4-dihydroisoquinoline (2, R = Ph), respectively, in the presence of P2O5. This reaction has subsequently proven to be one of the most general methods ever developed for the synthesis of dihydroisoquinolines. 

Reactions of 19 are similar to those of other A-methylbenzochalcogenium salts. Under the action of NaBH419 is reduced to 3-methyl-2,3-dihydro-2-phenylbenzo-tellurazole. The alkaline hydrolysis of 19 gives rise to di(o-A-methyl-A-benzoyl-aminophenyl) ditelluride (92MI1)... 

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