Acrylic 2-bromo-, ethyl ester

Ethyl (2Z)-3-bromopropenoate Acrylic acid, 3-bromo-, ethyl ester, (Z)- (8) 2-Propenoic add, 3-bromo-, ethyl ester, (Z)- (9) (31930-34-4)... 

CsHyBrOi acrylic acid 2-bromo-ethyl ester 4823-47-6... 

CsHyBrOj 2-bromo-acrylic acid ethyl ester 5459-35-8... 

Interestingly, exchange of the iodoacrylate to the bromo derivative in 4.38. leads to a different reaction. Dimerization of two hexyne molecules and subsequent attachment of the acrylate gave 2-(2 ,3 ,4 ,5 -tetraethylcyclopentadienyl)-acetic acid ethyl ester in 74% yield.51... 

The influence of electronic factors on the regioselective cycloadditions of nitrones (551), and (583) to (585) to acrylates has been demonstrated by using dipolarophiles with electrophilic substituents at the P-carbon of the alkene in y-bromo a, 3-unsaturated esters and lactones (774) and in ethyl 2-hydroperfluoro-2-alkenoates (586) (775). The reactions of enoates (586) with nitrones are regio-specific and afford isoxazolidines with the CC>2Et and R/, groups in C-4 and C-5... 

This ester has been prepared by the action of ethyl jS-bromo-propionate on methylamine hydrochloride in the presence of silver oxide,1 by the addition of methylamine to ethyl acrylate,2 and by heating ethyl /3-chloropropionate, methylamine, and benzene in an autoclave.3... 

Alkylation and Arylation. The 5-methylation of thioamides by diazomethane is catalysed by silica gel. 5-Phenyl derivatives of thiobenzanilides are obtained in high yield by radical arylation with nitrosoacetanilide or phenylazotriphenyl-methane. Thiols are made from alkyl (or cycloalkyl, or aralkyl) halides by their reaction with dimethylthioformamide and treatment of the imidium ester with methanol other methods of hydrolysis lead to side-reactions, giving impure products. Mono- and bi-protic thiocarboxamides condense with ethyl bromo-cyanoacetate and one equivalent of NaOEt with spontaneous separation of sulphur and the formation of ff-amino-cr-cyano-acrylates, as shown in reaction (5). The... 

In the first example of Figure 5.35, base-catalyzed reaction of two equivalents of aqueous H CHO with diethyl malonate furnished diethyl bis(hydroxy[ C]methyl)malonate 108. Concurrent bis-bromodehydroxylation, ester hydrolysis and decarboxylation of 108, followed by re-esterification and dehydrobromination provided ethyl 2-bromo[ C]-meth[3- C]acrylate 109, a key intermediate in the Reformatsky reaction with ketones, which give a-[ " C]methylene y- - C]butyrolactones 110. ... 

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