In 1971,Bulletin of the Chemical Society of Japan included an article by Nojima, Masatomo; Tatsumi, Koichi; Tokura, Niichiro. Application In Synthesis of Ethyl 1-methylcyclopentanecarboxylate. The article was titled 《Carbonylation of cycloalkyl halides with carbon monoxide in the antimony pentachloride-liquid sulfur dioxide system》. The information in the text is summarized as follows:
Carbonylation of tertiary cycloalkyl halides and alcs. in SbCl5-liquid SO2 at -70°/1 atm gave esters without considerable isomerization of the double bond and C skeleton. Compounds with vicinal dibromo substituents, e.g., 1 tertiary and 1 secondary bromide, reacted only at the tertiary site to give the ester, while the secondary bromide exchanged its bromide with a Cl atom of SbCl5. The reactivity of the tertiary and secondary bromides near a substituent, such as a CO group, was greatly diminished in the carbonylation reaction. In the part of experimental materials, we found many familiar compounds, such as Ethyl 1-methylcyclopentanecarboxylate(cas: 6553-72-6Application In Synthesis of Ethyl 1-methylcyclopentanecarboxylate)
Ethyl 1-methylcyclopentanecarboxylate(cas: 6553-72-6) is a member of cyclopentanes. Although cyclopentane itself doesn’t have a single highly favoured conformation, a substituent on the cyclopentane ring can upset the balance of strains thereby favouring either the envelope or the half-chair.Application In Synthesis of Ethyl 1-methylcyclopentanecarboxylate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics