2- Methoxy-4-methyl-benzoyl chloride

Obtained by Friedel-Crafts acylation of excess p-methoxy-toluene with 2-methoxy-5-methyl-benzoyl chloride in the presence of aluminium chloride, first at 0° for 2 h, then at r.t. overnight and at reflux for 3 h (23%) [1153],... 

Pyridazine 1-oxides substituted at position 3 or positions 3 and 6 afford the corresponding 5-nitro derivatives. A methyl group at position 6 (a with respect to the iV-oxide group) is frequently converted into the cyano group, and a methoxy group at position 6 is demethy-lated by benzoyl chloride/silver nitrate. For example, 3-substituted 6-methylpyridazine 1-oxides give the 5-nitro derivatives (96) and the 6-cyano-5-nitro derivatives (97), whereas... 

Methoxypyridazine 1-oxide reacts with methyl /3-aminocrotonate in the presence of benzoyl chloride to give a-(6-methoxy-3-pyridazinyl) /3-aminocrotonate (112) which can be converted by mild hydrolysis into the corresponding acetate (113 Scheme 34) <78JHC1425). 

This method is an adaptation of that of Dengel. -Methoxy-phenylacetonitrile can also be prepared by the metathetical reaction of anisyl chloride with alkali cyanides in a variety of aqueous solvent mixtures by the nitration of phenylaceto-nitrile, followed by reduction, diazotization, hydrolysis, and methylation 1 by the reduction of ct-benzoxy- -methoxy-phenylacetonitrile (prepared from anisaldehyde, sodium cyanide, and benzoyl chloride) and by the reaction of acetic anhydride with the oxime of -methoxyphenylpyruvic acid. ... 

Benzene, l-(l,l-dimethylethyl)-3-methyl-2, 4-dinitro Benzoyl chloride, 6-(l, l-dimethylethyl)-3-methyl-2, 4-dinitro-Benzene, 1, 3-dibromo-2- (l,l-dimethylethyl)-5-methoxy-4-nitro Benzonitrile, 2-(l,l-dimethylethyl)-4, 5-dimethyl-3-nitro-Benzene, l-(l,l-dimethylethyl)-3-methoxy-5-methyl-2, 4, 6-trinitro... 

Reticuline (38), one of the most important intermediates in the biosynthesis of opium alkaloids, has been synthesized in racemic form (Scheme 7) (78). 6-Methoxy-7-benzyloxyisoquinoline (39), prepared from O-benzylisovanillin via a modified Pomeranz-Fritsch isoquinoline synthesis, was treated with benzoyl chloride and potassium cyanide to obtain Reissert compound 40. Alkylation of the anion generated from 40 with 3-benzyloxy-4-methoxybenzyl chloride gave the corresponding 1-substituted Reissert compound 41 which was hydrolyzed in alkaline medium to 1-benzylisoquinoline derivative 42. Quatemarization of 42 with methyl iodide followed by sodium borohydride reduction and debenzylation led to ( )-reticuline (38) in about 25% overall yield from 39. 

Two other nucleophilic substitution reactions of pyridine iV-oxides deserve mention and further study to determine the effects of substituents. Pyridine N-oxide, benzoyl chloride, and the piperidine enamine of cyclohexanone give a good yield of 2-(2 -pyridyl)cyclo-hexanone (155) (63%).360 When W-methoxy-4-picolinium methyl... 

BENZOYL-lH-BENZIMIDAZOL-2-YL)-CARBAMIC ACID METHYL ESTER see MHLOOO p-BENZOYLBENZOIC ACID see BDL860 a-BENZOYLBENZYL CYANIDE see OOK200 BENZOYL CHLORIDE see BDM500 BENZOYL CHLORIDE (DOT) see BDM500 BENZOYL CHLORIDE, METHOXY-(9CI) see AOY250 BENZOYL CYANIDE-o-... 

For example, when PhSeSnBu3 was allowed to react with benzoyl chloride in the presence of a catalytic amount of Pd(PPh3)4 at 25 °C for 6 h, the corresponding selenol ester was formed with 97% yield. 4-Methyl, 4-methoxy, 4-chloro,... 

In Eqn. (c) compound (II) is treated with p-chloro-benzoyl chloride in the presence of diy dimethyl formamide and sodium hydride when the corresponding n-substituted ester i.e., terCbutyl-l-p-chlorobenzoyl-2-methyl-5-methoxy-3-indolyl-acetate (III) is formed with the elimination of one mole of HCl. 

Reaction of 2-methyl-3-methoxy-2/f-l,4-diazepine with benzoyl chloride in pyridine at 0°C resulted in ring cleavage and the methyl ester of A -benzoylalanine was obtained <87CPB1179>. 

The AMEBA linker " was installed upon NaH-mediated alkylation of Merrifield resin with 4-hydroxy-2-methoxy-benzaldehyde in DMF at 120°C for 5 min under microwave irradiation (Scheme 8.20). The authors then chose to attach 4-methyl-3-nitroaniline to the linker through a previously established two-step reductive amination protocol, involving the imine formation mediated by Ti(0 Pr)4 followed by reduction of the imine using NaBH (OAc)3 (Scheme 8.20). The free amino group was then acylated with 4-(chloromethyl) benzoyl chloride using DIPEA in DMF to form the corresponding amide. 

Claimed to be prepared by heating 6-methoxy-2-methyl-3-isopropylbenzophe-none (SM2) with pyridinium chloride at reflux for 1.5 h (85%) [821]. SM2 was obtained by Friedel-Crafts acylation of 3-methyl isopropylanisole with benzoyl chloride in the presence of aluminium chloride in carbon disulfide at r.t. The structure of SM2 was erroneous. The true structure of SM2 must be the 2-methoxy-4-methyl-5-isopropylbenzophenone. 

The relative configuration of the diastcrcomers obtained on reaction of A-benzoyl a-methoxy-glycine methyl ester and various activated cyclohexenes is dependent on the cyclohexene substituent88. Whereas the boron trifiuoride catalyzed reaction with l-(4-morpholinyl)cyclohexene gives predominantly the awt/ -isomer, the. vrn-isomcr is predominantly formed in the titan-ium(IV) chloride catalyzed reaction with trimethylsilyloxycyclohexene. These results arc explained by a cyclic and an acyclic transition state, respectively. As expected, acetoxycyclohex-ene is less reactive. 

The 7-methoxy-l-acetyl and 1-benzoyl tetrahydrodiazepinones (43) have been prepared by reaction of 10 with an acid chloride and pyridine in methanol or from 32 by treatment with acidic methanol.30 These compounds (43) undergo base-catalyzed rearrangement to 5-methoxy-3-methyl-4-phenyl-2-pyrrolealdehyde.36 The formation of this pyrrole can be explained through an alternative cyclization of an intermediate of the type 37. 

Attempts to use basic reaction components other than 2,4-dialkoxy-pyrimidines met with varied success. Thus, the early attempt of Hilbert30 to react a-acetobromoglucose with 4-amino-2-methoxy-pyrimidine (19) failed. On the other hand, when 4-ethoxy-2(lI/)-pyrimidinone (20) or l-methyl-4-methoxy-2(li/)-pyrimidinone (21) was condensed with 2,3,5-tri-O-benzoyl-D-ribofuranosyl chloride, moderate yields were obtained of 3-/9-D-ribofuranosyluracil (22) and its 1-methyl derivative (23), respectively.31... 

Hydroxy-3-methylanthranil is methylated normally with methyl iodide and sodium carbonate to give the 7-methoxy derivative.135 Anthranil carboxylic acids are converted into their acid chlorides by thionyl chloride,208 and their methyl esters by diazomethane.169 The acid chloride of 5-chloro-3-phenylanthranil-6-carboxylic acid participates in the Friedel-Crafts acylation of benzene to give 6-benzoyl-5-chloro-3-phenylanthranil (67%).208... 

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