TY - JOUR
AU - Monguchi, Yasunari
AB - We have developed a method for the esterification of carboxylic acids with alcohols using amphipathic, monolithic-resin bearing sulfonic acid moieties as cation exchange functions (monolith-SO3H). Monolith-SO3H efficiently catalyzed the esterification of aromatic and aliphatic carboxylic acids with various primary and secondary alcohols (1.5–5.0 equiv) in toluene at 60–80 °C without the need to remove water generated during the reaction. The amphipathic property of monolith-SO3H facilitates dehydration due to its capacity for water absorption. This reaction was also applicable to thioesterification, wherein the corresponding thioesters were obtained in excellent yield using only 2.0 equiv of thiol in toluene, although heating at 120 °C was required. Moreover, monolith-SO3H was separable from the reaction mixtures by simple filtration and reused for at least five runs without decreasing the catalytic activity.
TI - Esterification or Thioesterification of Carboxylic Acids with Alcohols or Thiols Using Amphipathic Monolith-SO3H Resin
JF - Bulletin of the Chemical Society of Japan
DO - 10.1246/bcsj.20210266
DA - 2021-10-01
UR - https://www.deepdyve.com/lp/oxford-university-press/esterification-or-thioesterification-of-carboxylic-acids-with-alcohols-1DmYIF2eEx
SP - 2702
EP - 2710
VL - 94
IS - 11
DP - DeepDyve
ER -