Benzyl alcohol 4-chloro

Acetyloxindole, 40, 1 Aud chlorides, from acids and chloro vmylamuies, 41, 23 from cyanoacetic acid, 41, 5 from pentaacetylglucomc acid, 41, 80 Acrylamide, N benzyl, 42,16 Acrylonitrile, reaction with benzyl alcohol, 42, 16... 

Secondary alcohols such as cyclohexanol or 2-butanol also react on heating for 20-120 min at 80 °C with TCS 14 in the presence of BiCl3 to give the chloro compounds cyclohexyl chloride 784 and 2-chlorobutane in 93 and 90% yield, respectively, HCl, and HMDSO 7 [11, 12]. Benzyl alcohol is transformed likewise by Me3SiCl 14 after 120 min. at 80 °C into benzyl chloride in quantitative yield. Analogously, esters such as 2-acetoxypropane 785 are also converted by TCS 14 in 100% yield into chloro compounds such as 786 and trimethylsilyl acetate 142. The yS-lactone 787 gives rise to 788... 

Finally, reaction of primary, secondary, or tertiary alcohols 11 with Me3SiCl 14 in the presence of equivalent amounts of DMSO leads via 789 and 790 to the chloro compounds 791 [13]. n-Pentanol, benzyl alcohol, yS-phenylefhanol or tert-butanol are readily converted, after 10 min reaction time, into their chloro compounds, in 89-95% yield, yet cyclohexanol affords after reflux for 4 h cyclohexyl chloride 784 in only 6% yield [13] (Scheme 6.5). 1,4-Butanediol is cyclized to tetrahydrofuran (THF) [13a], whereas other primary alcohols are converted in 90-95% yield into formaldehyde acetals on heating with TCS 14 and DMSO in benzene [13b] (cf also the preparation of formaldehyde di(n-butyl)acetal 1280 in Section 8.2.1). 

Sulphated zirconia catalysts can be acidic or superacidic depending on the method of treatment. A variety of acid-catalysed reactions, referred to earlier in this section, can be carried out with sulphated zirconia. Yadav and Nair (1999) have given a state-of-the art review on this subject. Examples of benzylation of benzene with benzyl chloride / benzyl alcohol, alkylation of o-xylene with. styrene, alkylation of diphenyl oxide with 1-dodecene, isomerization of epoxides to aldehydes, acylation of benzene / chlorobenzene with p-chloro benzoylchloride, etc. are covered in the review. 

Chloro-l,3,2 oxazaphospholidine-2-oxide 158a was formed stereoselectively in the reaction of (l/ ,2/ )-(-)-a-(l-isopropylaminoethyl)benzyl alcohol 157 and phosphoryl chloride in the presence of triethylamine (Scheme 44) [65, 75],... 

These reaction conditions also permit the chemoselective quantitative reduction of benzaldehyde to benzyl alcohol without any concomitant reduction of either acetophenone or 3,3-dimethylbutan-2-one present in the same reaction mixture.83 Additionally, this useful method permits the reduction of aldehyde functions in polyfunctional compounds without affecting amide, anhydride, eth-ylenic, bromo, chloro, or nitro groups.79,80,319... 

Chloro-l,2,4-oxadiazole 100 undergoes nucleophilic substitution with the anion of benzyl alcohol to give the 5-benzyloxy-l,2,4-oxadiazole 101 (Equation 12) <1995TL4471>. 

Reduction of (S)-pinanediol [phenyl(chloro)methyl]boronate with commercially available lithium triethylborodeuteride yields a chirally deuterated benzylboronic ester. Deboronation of the deuterated benzylboronic ester with hydrogen peroxide yields chirally deuterated benzyl alcohol in 96-98% ee70. The conversion of the deuterated benzylboronic ester to chirally deuterated phenylalanine has also been accomplished (Section 1.1.2.1.4.2.). 

The majority of preservatives are bacteriostatic rather than bacteriocidal, and consist of both acid and nonacid types. Among the acidic types are phenol, chloro-cresol, O-phenyl phenol, alkyl esters of parahydroxybenzoic acid, benzoic acid, boric acid, and sorbic acid, and their respective salts. Therefore, the pH of solution, and the pAa of the preservative need to be carefully evaluated prior to selecting a preservative for a formulation. Neutral preservatives include chlorobutanol, benzyl alcohol, and beta-phenylethyl alcohol. Under alkaline conditions, it is generally regarded that most microbial growth is significantly retarded at these pH values, which reduces the need for a preservative. 

Optically active acrylic, chloro-acrylic and methacrylic esters of sec. butyl alcohol, 2-methyl-butyl alcohol, 1.3-dimethyl-butyl alcohol, 1-methyl-benzyl alcohol, bomeol and menthol have been polymerized mostly by radical mechanism (Tables 16, 17, 18). 

The 2-chloro-l,2-difluorovinyl ether of furfuryl alcohol also rearranges at — 35l C despite loss of aromaticity. Methanolysis then affords ester 12, which requires heating to 90 C for rearoma-tization. The 2-chloro-l,2-difluorovinyl ether of benzyl alcohol is sufficiently stable to be isolated but rearranges at room temperature methanolysis affords chlorofluoro(2-tolyl)acetic acid ester 13. Apparently, a 1,3-benzyl shift is not favored in this case, as opposed to other fluorine-containing vinyl benzyl ether systems discussed in Section 5.1.3. 

Styrene derivatives can be selectively converted to the corresponding benzyl alcohols by molecular oxygen in the presence of bis(dimethylglyoximato)chloro(pyridine)cobalt(III) and sodium tetrahydroborate (equation 242).559 A likely mechanism for this reaction involves insertion of the alkene into the cobalt-hydride bond, followed by 02 insertion into the cobalt-carbon bond, as in equation (11), and decomposition of the peroxide adduct (168) to the ketone, which is reduced to alcohol by NaBH4 (equation 243). 

Pyrethroids from Chrysanthemic Acid, The unsaturated side chains of the allethrolone alcohol moieties of the natural pyrethrins are readily epoxidized by microsomal oxidases and converted to diols, thus detoxifying the insecticides. Esterification of chrysanthemic acid (9), R = CH3, with substituted benzyl alcohols produces useful insecticides barthrin [70-43-9], 2-chloro-3,4-methylenedioxybenzyl ( )-of,/ra/w-chrysanthemate, and dimethrin [70-38-2], 2,4-dimethylbenzyl ( )-og/rinsecticidal activity but are of very low mammalian toxicity, ie, rat oralLDBOs >20,000 mg/kg. 

QCC)385 is able to regioselectively oxidize primary alcohols in the presence of secondary ones. Tetrabutylammonium (TBACC),386 387 butyltriphenyl-phosphonium (BTPPCC) and benzyltriphenylphosphonium chloro-chromates, as they possess no acidic protons, behave as very mild oxidants able to perform selective oxidations on allylic and benzylic alcohols. 

BENZYL ALCOHOL, -AMlNO-alpha- ((tert-BUTYLAMINO)METHYL) -3-CHLORO-5-[Pg.227]

Benzyl alcohol Methyl 3-chloro-2-acetylamino-propionate... 

Alkylated barbituric acids, 6-chloro-a-methylcarbazole-2-aceticacid, 1-phenylethanol, 1-phenyl-1-propanol, dimethyl, 3,4,5,6-pentafluoro-benzyl alcohol, l-(2-naphthyl)-ethanol, 1 -(p-biphenyl)-ethanol Chirasil-Dex coated column, 0.15 pm... 

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