Bromoacetic acid ethyl ester

Diethylaminoethyl)acetic acid ethyl ester Bromoacetic acid ethyl ester... 

Fluocinolone acetonide Fluocortolone Fluoxymesterone Bromoacetic acid ethyl ester Chromonar HCI Bromoacetol... 

A few years earlier, Herrmann et al. published a carboxylic ester functionalised imi-dazolium salt that was synthesised directly from imidazole and bromoacetic acid ethyl ester [216]. Owing to its method of synthesis the imidazolium salt is C -symmetric with two ester functional wingUp groups. Generation of the rhodium(I) and palladium(II) carbene complexes was realised by reaction of the imidazolium salt with a rhodium alkoxide precursor or with palladium(II) acetate in the presence of NaOEt and Nal (see Figure 3.76). The silver(I) oxide method had not been discussed in the literature at the time [11]. 

SYNS ANTOL BROMOACETIC ACID, ETHYL ESTER ETHOXYCARBONYLMETHYL BROMIDE ETHYL BROMOACETATE ETHYL-a-BROMOACETATE ETHYL MONOBROMOACETATE... 

BROMOACETIC ACID, ETHYL ESTER see EGVOOO BROMOACETIC ACID METHYL ESTER see MHR250 BROMOACETONE see BNZOOO BROMOACETONE (DOT) see BNZOOO BROMOACETONE, Uquid (DOT) see BNZOOO... 

Hii reported an aminophosphine ligand similar to Amphos [118]. This ligand is prepared in four steps, starting from N-methylaniline and bromoacetic acid ethyl ester. An elevated temperature of 110°C was required to achieve aminations of aryl bromides with secondary amines. Surprisingly, the order of reactivity is reported to be reversed to that usually encountered for palladium-catalyzed couplings, and consequently electron-deficient aryl bromides were aminated in lower yields than the corresponding electron-rich electrophiles. The ligand metal ratio was identified as one of the key parameters for the reaction. 

Carbohydrate lactones have been used as the carbonyl reagent in the Reformatsky reaction. Thus, 2,3 5,6-di-O-cyclohexylidene-D-mannono-1,4-lactone [44, obtained by oxidation of the mannofuranose derivative (49)] reacted with ethyl bromoacetate and zinc to give the protected 2-deoxy-3-octulosonic acid ethyl ester (45a) in 69% yield (50). Ketonic hydrolysis with potassium hydroxide in aqueous methanol, followed by acidification and heating, afforded the 1-deoxyheptulose derivative 45b. Similarly, starting from compound 44, the 1-C-substituted allyl and propar-gyl lactols were prepared on reaction with allyl or propaigyl bromides in the presence of zinc (51). 

All operations were performed aecording to the standard Schlenk teehniques. Starting materials were of commercial origin, with the exception of S-2-bromoacetoxypropionic acid ethyl ester, the bromoacetate of D-menthol [(IS, 2R, 5S)-2-isopropyl-5-methylcyclohexanol] and L-menthol [(IR, 2S, 5R)-2-isopropyl-5-methylcyclo-hexanol] as well as of dicobalt octacarbonyl, which were prepared aeeording to published procedures. 

Antoracemisation has been observed with substances not only in solid or liquid states but also in their solutions, For Example (+)-phenyl bromoacetic acid after three years of storage becomes inactive, in its solid state. A liquid showing antoracemisation is the ethyl ester of bromosuccinic acid. 

Alkylation of trifluoro- and trichloroacetamides with a-bromoacetic esters has been utilized for the synthesis of a wide range of a-aminoacetic acids [11-13] (Table 5.13). Hydrolysis of the intermediate a-trihaloacetamidoacetic esters with methanolic potassium hydroxide converts the methyl and ethyl esters directly into the amino carboxylic acids. /-Butyl a-aminoacetates are more stable, but they are hydrolysed under phase-transfer catalytic conditions (see Chapter 9.2). Reaction of the trihaloacetamides with 1,4-dibromobutane and 1,5-dibromopentane and subsequent hydrolysis provides a simple route to pyrrolidine-2-carboxylic acid (75%) and piperidine-2-carboxylic acid (58%) [11, 12],... 

Hydroxycynnclidine (14.1.17) is synthesized from the methyl ester of wo-nicotinic acid, which is reacted with the ethyl ester of bromoacetic acid to give the piridinium salt (14.1.14). This is rednced by hydrogen nsing a platinnm catalyst, giving 1-carbethoxymethyl-... 

Alkylation at N( 5) of the cyclic intermediates 38 was accomplished using concentrated solutions of alkyl halides in DMF at 50°C. Addition of a base proved not only unnecessary but even counterproductive in terms of the purity of the resulting Al(5)-substituted benzodiazepi nones 39. Alkyl halides producing good results in this reaction include more than 40 benzyl bromides, allyl bromide, various esters of bromoacetic acid, as well as methyl and ethyl iodide. Other alkyl iodides, along with benzyl chlorides and a-bromo acetophenones, however, did not give satisfactory results. 

Alternatively, bromoacetic acid could be converted to the corresponding acyl chloride, then treated with ethanol. It would be incorrect to try to brominate ethyl acetate the Hell-Volhard-Zelinsky method requires an acid as starting material, not an ester. 

Ethyl bromoacetate Acetic acid, bromo-, ethyl ester (8, 9) (105-36-2) Tetrabutylammonium fluoride hydrate Ammonium, tetrabutyl-, fluoride, hydrate (8) (22206-57-1)... 

The first reported application of this reaction is described by A. N. Pudovlk et al.C 25) who reacted the ethyl esters of bromoacetic acid and chloroacetic acid with various phosphonate esters. His group used molar ratios of the phosphonate and the haloacetate, and obtained a mixture of the mono- and dl-carbethoxy alkylphosphonates. 

Ethyl bromopyruvate [70-23-5] M 195.0, b 47 >/0.5mm, 71-73 /5mm, 87 /9mm, 89-104 >/14mm, df 1.561, ng 1.464. The most likely impurity is free add (bromopyruvic or bromoacetic acids). Dissolve the ester in dry Et20 or dry CHCI3, stir with CaC03 until effervescence ceases, filter, (may wash with a little H2O rapidly), dry (MgS04) and distil it at least twice. The 2,4-dinitrophenylhydrazone has in 144-145°. [Burros Holland J Chem Soc 672 1947, Letsinger Laco J Org Chem 21 764 1956, Kruse et al. J Am Chem Soc 76 5796 1954, Beilstein 3 IV 1519.] LACHRYMATORY. 

Ethyl bromoacetate Acetic acid, bromo-. ethyl ester (8,9) (105-36-2)... 

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