Abstract
Regioselective acetylation of 4- t-butylcyclohexanol (I) in the presence of β-CD, DMβ-CD, HPβ-CD and β-CD-polymer was carried out with 10–20 times excess acetic anhydride. At 1:10 ratio I and acetic anhydride, the control showed good amount of conversion (99.0%) to 4- t-butylcyclohexyl acetate (II) with a trans/ cis ratio of 3.48 with very little unreacted alcohols present ( trans/ cis ratio 2.5). With increase in concentration of β-CD, although the ester yield was less than the control, the trans/ cis ratio increased steadily from 3.46 for 1:0.1 (yield 57.7%) to 5.49 for 1:1 eq.(yield 74.4%) of I to β-CD. However, the trans ester yield was comparable to the control (76.9%) in the presence of 1 eq. of β-CD. The results indicated selectivity in esterification between the trans and cis alcohols due to inclusion inside β-CD cavity.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
