P-Methylbenzyl chloride

In the preparation of iodides, but not bromides, PMHS may be substituted for the TMDO. Chlorides can be obtained if thionyl chloride and zinc iodide are added to suppress the formation of symmetrical ethers.314 An example of this type of reductive chlorination is shown by the TMDO-mediated conversion of p-tolualdehyde into p-methylbenzyl chloride (Eq. 201).313 To obtain chlorides from aldehydes having electron-withdrawing groups such as nitro or carbomethoxy, the initial reaction is first carried out at —70° and the mixture is then heated to reflux in order to reduce the formation of symmetrical ether by-products. Zinc chloride is substituted for zinc iodide for the synthesis of chlorides of substrates with electron-donating groups such as methoxy and hydroxy.314... 

Alkylation of the p-chloro analog (102) of the monosubsti-tuted piperazine with m-methylbenzyl chloride (103) yields the... 

Ethylbenzyl chloride Ethylene dibromide V,V -Dinitroethylenediamine Hexaethyl tetraphosphate M ethylbenzyl alcohol m-Benzenedisulfonic acid Methylbenzyl chloride V-Bromosuccinimide Octamethyl pyrophosphoramide p-Aminosalicylic acid Pentaerythritol tetranitrate Tris-(/3-chloroethyl) amine Tetraethylammonium bromide Tetraethyl pyrophosphate 2,2,6,6-Tetramethylolcyclohexanol... 

One example of a mono-O-alkylation has been described so far. The reaction of H with p-methylbenzyl bromide in a 1 1 molar ratio resulted in the chiral resorcarene monoether 77a, which was exhaustively acylated to give resorcarene 77b containing one alkoxy and seven acetoxy groups . Recently, the chiral resorcarene 77d was obtained in the form of the pure enantiomers by monoacylation of H with camphorsulphonyl chloride, separation of the crude mixture by HPLC (11% for each diastereomer 77c), exhaustive O-methylation of the remaining hydroxy groups and alkahne hydrolysis. ... 

Phenyl-7-methacryloyloxyethoxy- 1-methyl-1 H-pyrazolo[3,4-b]-quinoline, 32 3-(5-Phenylpentyl)-4-methylbenzyl chloride, 70 p-Phenylphenol, 139, 284... 

D-Mannitol 1,2,5,6-tetraoctadecyl ether has been made from the corresponding di-O-isopropylidene derivative by way of the 3,4-di-p-methylbenzyl ether using a phase-transfer procedure. and dodecoxymethyl derivatives of glucose were prepared directly by use of dodecoxymethyl chloride. The isomeric mono-substituted and the di- and tri-substituted products were separated. ... 

Numerous compounds in which the fourth site around the uranium atom is occupied by a ff-bonded alkyl or aryl group also have been prepared [492], and structures of some of them have been reported. In them, the configuration is the same as for the chlorides above with the chloride position being occupied by either ethynyl [493], phenylethynyl [494], p-methylbenzyl, n-butyl [495] or pyrazolate [496] ligands. The U- bond length to the ff-bonded carbon atom is... 

In 1958 Herbrandson and Cusano (103) prepared menthyl esters of p-iodobenzenesulfinic acid 62. Darwish and McLearen (104) described the synthesis and separation of diastereomeric esters 63 from optically active a-methylbenzyl alchols. Similarly, methane-sulfinyl chloride 64 was found to react with cholesterol to give a... 

In this connection, it is interesting to note that the extent of asymmetric induction in this reaction is strongly temperature dependent. Thus, the condensation carried out at 0°C yielded the mixture of diastereomeric sulfinamides 76 in a 3 1 ratio, whereas this ratio was 1 1 when the reaction was performed at -70°C. Diastereomeric A-a-methylbenzyl-p-toluenesulfinamides 77 were also prepared by Cram and Nudelman (116) in the reaction between sulfinyl chloride 61 and chiral (-)-a-methylbenzyl amine. 

Chemical/Physical. Under atmospheric conditions, the gas-phase reaction of o-xylene with OH radicals and nitrogen oxides resulted in the formation of o-tolualdehyde, o-methylbenzyl nitrate, nitro-o-xylenes, 2,3-and 3,4-dimethylphenol (Atkinson, 1990). Kanno et al. (1982) studied the aqueous reaction of o-xylene and other aromatic hydrocarbons (benzene, toluene, w and p-xylene, and naphthalene) with hypochlorous acid in the presence of ammonium ion. They reported that the aromatic ring was not chlorinated as expected but was cleaved by chloramine forming cyanogen chloride. The amount of cyanogen chloride formed increased at lower pHs (Kanno et al., 1982). In the gas phase, o-xylene reacted with nitrate radicals in purified air forming the following products 5-nitro-2-methyltoluene and 6-nitro-2-methyltoluene, o-methylbenzaldehyde, and an aryl nitrate (Chiodini et ah, 1993). 

Potassium r-butoxide-Hexamethyl-phosphoric triamide, 252 Potassium r-butoxide-Xonotlite, 254 Potassium hydroxide, 258 Potassium hydroxide-18-Crown-6, 258 Potassium hydroxide-Tricaprylyl-methylammonium chloride, 258 Sodium hydroxide-Methyltrioctyl-ammonium chloride, 192 Sodium hydroxide-Triethyl(2-methyl-butyl)ammonium bromide, 239 Sodium hydroxide-N-(p-Trifluoro-methylbenzyl)cinchoninium bromide, 325... 

A mixture of 0.1 mol of l-m-methylbenzyl-4-(2-hydroxyethyl)-piperazine and 0.1 mol of o-chlorobenzhydrile chloride was heated at 160°C for 3 hours. After cooling the product obtained was dissolved in benzene. The solution was washed with 20% aqueous solution of sodium carbonate and then with water. Chlorbenzoxamine was distilled in vacuo, B.P. 240°C/0.1 mm Hg. Yield 50%. 

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