Ethers chloro

The a-bromo-7-lactone 901 undergoes smooth coupling with the acetonyltin reagent 902 to afford the o-acetonyl-7-butyrolactone 903[763j. The o-chloro ether 904, which has no possibility of //-elimination after oxidative addition, reacts with vinylstannane to give the allyl ether 905, The o -bromo ether 906 is also used for the intramolecular alkyne insertion and transmetallation with allylstannane to give 907[764],... 

Bromination of a-chloro ethers proceeds readily and often gives 90—95% yields (24). 

The present method gives better yields and is a simpler procedure than those described previously The ease of preparation of a-chloro ethers enables one to effectively remove a protecting methyl group from a phenol2 a-Chloroanisole is used to produce phenoxycarbene, a reactive intermediate in cyclopropane synthesis8... 

The reaction generally commences with the addition of approximately 5% of the chloro-ether if not, the mixture should be heated to boiling to initiate the reaction. If a much larger proportion of the chloro-ether has been added before the reaction commences, initiation of the... 

On page T 54 we use disconnection (a) to devise a synthesis of morpholines e.g. 14), Since cyclisation is so easy, we might consider the alternative double C-N disconnection (b) and use the bis-chloro ether (15), made on page... 

Secondary benzylic bromides, allylic bromides, and a-chloro ethers can undergo analogous reactions using ZnBr2 as the catalyst.1 2 Primary iodides react with silyl... 

Alkyl iodides, benzyl chlorides, benzyl bromides, and adamantyl bromides and iodides undergo reduction with triethylsilane/palladium chloride.195 The reduction of a /3-chloro ether occurs in excellent yield with this system (Eq. 56).195... 

ChT.ORODTTSOPROPYLPHOSPHINE, 48, 47 a-Chloro ethers as intermediates in de-methylation of anisoles, 47, 24 Chloroform, condensation with benz-aldehyde, 48, 27... 

The disilylamines 90, prepared from the chloro ethers 89 (R1 = Me or C6H13) and... 

Dressman RC, Fair J, McFarren EF. 1977. Determinative method for analysis of aqueous sample extracts for bis(2-chloro)ethers and dichlorobenzenes. Environ Sci Technol 11 719-721. 

Four chloro ethers have been fluorinated over cobalt(III) fluoride at 110 150°C. With 2-chloroethyl ethyl ether most of the chlorine is retained114 and the major products (there are... 

The use of fort-butyl hypochlorite with olefine was disclosed first in tho patent literature,B0S and was subsequently reported also by Emerson,4 and by Hanby and Rydon.707 Hennion and co-workers too have examined this reagent, although they used alcohols as solvents rather than water, thereby obtaining chloro ethers instead of chJorohydrins.64 -800 Unfortunately fert-butyl hypochlorite can be disconcertingly temperamental.170 and its usage has therefore been relatively infrequent. 

Strategies for preparing mixed, acyclic acetals on insoluble supports include the oxidative haloalkoxylation of support-bound enol ethers (Entry 6, Table 6.1) and the acid-catalyzed reaction of alcohols with resin-bound enol ethers [627]. Alternatively, resin-bound a-chloro ethers can be converted to mixed acetals by reaction with alcohols or phenols in the presence of strong bases (KO/Bu, HOfBu, DMF, 5 h) [550,628]. Polystyrene-bound a-(phenylseleno)ethers react with aliphatic alcohols under slightly acidic conditions (NIS, TfOH, DCM/dioxane (1 1), 0°C to 20 °C, 1 h) to yield mixed, acyclic acetals [628],... 

However, many aldehydes react with alcohols in the presence of an excess of hydrogen chloride to give a-chloro ethers ... 

Exercise 16-28 Write equations to show how you would convert 2-butanone to 2-methoxy-2-methylthiobutane by way of the corresponding a-chloro ether. 

Norpoth K, Mueller G, Zilius Z, et al. 1981. Sensitive spectrophotometric determination of carcinogenic alpha chloro ethers. Int Arch Occup Environ Health 49 151-155. 

Van Duuren BL, Van Duuren SB. 1988. Chemistry, reactivity and carcinogenicity of chloro ethers. In Politzer P, Martin FJ, eds. Chemical carcinogens. New York, NY Elsevier. 114-176. 

Hence, etherification always forms some amount of intermediate compounds, in the molecules of which silicon atoms are bound both with chlorine and with alkoxy(aroxy)groups. These compounds are called chloro-ethers of orthosilicon acid, or alkoxy(aroxy)chlorosilanes. 

The basis for assuming that III should react metathetically with a Grignard reagent was that it is a hemiacetal chloride, and the simple chlorides of this type, namely, the a-chloro ethers, are known to react in the manner of Equation (5). This type of. reaction has been used50 for the synthesis of a-substituted ethers, and also constitutes one of the... 

The propensity for intramolecular transannular bonding could be controlled during lithium aluminum hydride reduction, the symmetric lactol 560 being obtained from 543 in good yield, 431 The indicated structure was not the product of kinetic control rather, equilibration of the hydroxyl groups was noted to occur during workup and recrystallization. When dissolved in thionyl chloride, 560 was quantitatively converted to bis-chloro ether 561 (Scheme 82). On treatment with... 

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