Acetone → HCID 67429523, compound

Participants

Reaction Steps

A mixture of 5-chloro-2-mercapto-benzoic acid (2.5 g, 13.25 mmol) (commercial available from Biogene Organics), acetone (7.9 g, 136 mmol), (+/−) camphor sulfonic acid (1.54 g, 6.63 mmol) and 4A moleculare sieves (1.5 g) in CHCl3 was heated to reflux for 3 days. Reaction mixture was diluted with CH2Cl2 (100 mL) and then washed with saturated NaHCO3 aqueous solution (2×50 mL). Organic layer was washed with brine, dried over MgSO4, filtered and concentrated. Crude residue was passed through a pad of silica gel and eluted with CH2Cl2. Filtrate was concentrated to provide the title compound (769 mg). 1H NMR (200 MHz, CDCl3): δ (ppm)=8.15 (d, J=2.4 Hz, 1H), 7.44 (dd, J=8.3, 2.0 Hz, 1H), 7.21 (d, J=8.3 Hz, 1H), 1.83 (s, 6H).

Provenance & Evidence