Ethyl chlorocinnamate

Addition of ethyl chlorocinnamate to 216 in the presence of base resulted in spontaneous cyclization to a mixture of products (Scheme 2). Ylides could not be detected during the reaction and an alternative mechanism was suggested.177178 In situ generation of ylides 208 (R = H) in the presence of base and reaction with fluoro- and nitrovinyl compounds gave the corresponding 2,3-disubstituted products 217 (R = F,CF3)179 and 218,180 whereas methyl... 

Ethyl bromoacetate, 21, 51 23,37 Ethyl a-bromoisobutyrate,, 21, 53 Ethyl jS-bromopropionate, 20, 65 Ethyl- -butylamine, 25,19 Ethyl caprylate, 20, 69 Ethyl carbonate, 23, 95, 97 Ethyl chloroacetate, 24, 82 Ethyl chlorocarbonate, 21, 81 24, 60 Ethyl chlorocinnamate, 24, 83 2-Ethylchsomone, 21, 42 Ethyl cyanoacetate, 25, 46 Ethyl diacetylacetate, 21,46... 

The second way of synthesizing baclofen is started from ethyl ester of 4-chlorocinnamic acid. Adding nitromethane to this in the presence of base gives ethyl ester of j3-(4-chlorophenyl)-7-nitrobutyric acid (15.3.6), the nitro group of which is reduced by hydrogen over Raney nickel to the ethyl ester of j3-(4-chlorophenyl)-7-aminobutyric acid (15.3.7), which is further hydrolyzed into the desired baclofen (15.3.5) [29]. 

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