Lawesson's reagent → 7-hydroxy-3-methylisobenzofuran-1(3H)-thione

Participants

Reaction Steps

3.9 g of 7-hydroxy-3-methyl-phthalide (see Examples 101 and 111) and 5.1 g of Lawesson reagent are heated in 20 ml of xylene for 4 hours at 140° C. Chromatographic filtration of the mixture on silica gel [eluant: ethyl acetate/n-hexane (1:9)] yields 7-hydroxy-3-methyl-isobenzofuran-1(3H)-thione, m.p. 39°-41° C.; IR spectrum (CHCl3): C=O 1624, 1604, 1368, 1330, 1304, 1165 cm-1 ; mass spectrum: 180 (M+ =100), 165(58), 137(24).

Provenance & Evidence