Toluene → HCID 19783412, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of (2) (10 g, 61.28 mmol) i dry toluene (50 ml) was added SOCl2 (12 ml, 164.92 mmol) under N2. The reaction mixture was heated to 70° C. for 1 h. and then to 90° C. until TLC (AcOEt/Heptane 1:1) indicated complete reaction Water (20 ml) was slowly added to the ice cooled reaction mixture followed by 50% KOH until pH≈8. The organic layer was separated, and the aqueous layer was extracted with toluene (3×50 ml). The combined organic layers were washed with water (2×30 ml), brine (1×30 ml), dried (Na2SO4), and evaporated in vacuo to yield (3) as a solid (8.81 g, 99%). Recrystallization from abs. EtOH gave (3) as a white solid.

Provenance & Evidence