Butyl chloroacetate

Hydroxy group of 8-hydroxy-3-(4-methoxyphenylmethyl)-2-[4-(l-rerr-butoxycarbonyl-4-piperidinyl)butyl]perhydropyrido[l,2-a]pyrazine was alkylated with /err-butyl chloroacetate (00JAP(K)00/86659). 

Butyl alcohol in synthesis of phenyl 1-butyl ether, 46, 89 1-Butyl azidoacetate, 46, 47 hydrogenation of, 46, 47 1-Butyl chloroacetate, reaction with sodium azide, 46, 47 lre l-4-i-BUTYLCYCLOHEXANOL, 47,16 4-(-Butylcyclohexanonc, reduction with lithium aluminum hydride and aluminum chloride, 47, 17 1-Butyl hypochlorite, reaction with cy-clohexylamine, 46,17 l-Butylthiourea, 46, 72... 

Sodium azide, reaction with l butyl chloroacetate, 46, 47 reaction with diazomum salt from o amino-f> -ni trobiphcny L, 46, 86 Sodium chlorodifluoroacetate, 47, SO reaction with tnphenylphosphme and benzaldehyde, 47, SO Sodium ethoxide, 46, 2S reaction with diethyl succinate, 46,2S Sodium formate as reducing agent in preparation of palladium catalyst, 46, 90... 

A" 0-Butenolide, 46, 22 /-Butyl alcohol, in synthesis of phenyl /-butyl ether, 45, 89 reaction with sodium cyanate and trifluoroacetic acid, 48, 32 /-Butyl azidoacctatc, 46, 47 hydrogenation of, 45, 47 /-Butyl carbamate, 48,32 /-Butyl chloroacetate, reaction with sodium azide, 45, 47 /ra S-4-/-BuTYI,CYCLOHEXANOL, 47,16... 

Sodium azide, reaction with 1-butyl chloroacetate, 46, 47 reaction with diazonium salt from -ammo-/> -nitrobiphcnyl, 46,... 

The /-butyl chloroacetate was prepared from chloroacetyl chloride and /-butanol following the procedure of Baker. ... 

Glycine <-butyl ester is a valuable intermediate for the preparation of peptides of glycine, since the labile /-butyl group can readily be removed by add under conditions which do not affect the blocked amino grouping. The present method using /-butyl chloroacetate is superior to that using the bromo derivative, since chloride is cheaper to prepare, less lachrymatory and more easily separated, by fractional distillation, from the /-butyl azidoacetate. The method is also less cumbersome than the procedure using isobutene. 

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