METHOD FOR PRODUCING THIOACETATES (VERSIONS) Russian patent published in 2017 - IPC C07C327/02 

FIELD: chemistry.

SUBSTANCE: invention relates to the synthesis of terpenoid thioacetates, comprising the acetylation of the parent terpenoid with thioacetic acid and the preparation of the desired product, the initial terpenoid is taken β-pinene or karyophyllene oxide or butylenone, the acetylation of terpenoids with a terminal double bond is carried out in one step at room temperature (18-27°C) by electrophilic addition of thioacetic acid to terpenoid at a ratio providing an effective yield of the desired product, thioacetylation is carried out in a medium without the solvent in presence of a catalyst. The catalyst is tetrabutylammonium fluoride or silica gel. Thioacetylation in the presence of silica gel is carried out at a ratio of terpenoid: thioacetic acid - 1.0:1.5, respectively. Thioacetylation in the presence of tetrabutylammonium fluoride is conducted at a ratio of terpenoid: thioacetic acid: tetrabutylammonium fluoride - 1.0:1.5:0.05, respectively. The compounds produced are used as precursors for the synthesis of biologically active substances and in organic synthesis for the synthesis of thiols, sulfides and disulfides.

EFFECT: increased yield and stereoselectivity of the target product, while reducing time, producing thioacetate terpenoids having a terminal double bond.

4 cl, 6 ex