Thioglycolic Acid → HCID 178526155, compound

Participants

Reaction Steps

A solution of 9-hydroxyxanthene (Aldrich) (1.0 g, 5.0 mmol), thioglycolic acid (42 μL, 6.0 mmol), and ρ-toluenesulfonic acid monohydrate (10 mg) in 10 mL of toluene is stirred for 30 minutes. The reaction is diluted with ethyl acetate and washed 3 times with water and once with brine. The organic phase is dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting solid is chromatographed twice on silica gel eluting with methanol:chloroform (5:95) to give 1.0 g (72%) of xanthen-9-yl-thioacetic acid: melting point 131°-132° C.

Provenance & Evidence