HCID 67095383, compound → HCID 67095554, compound

Participants

Reaction Steps

To a solution of compound iii (3.26 g, 8.06 mmol) in dry THF (50 mL), LAH pallet (0.46 g, 12.10 mmol) was added at 0° C. The resulting reaction mixture was stirred for 4 h, quenched by the addition of water (5 mL), concentrated, diluted with ethyl acetate (50 mL), and washed, in tandem, with 1N HCl, water, 10% Na2CO3 aqueous solution, and brine. The organic layer was dried, filtered, and concentrated. The residue was purified by silica gel chromatography (ethyl acetate-hexane, 3:7) to afford 4-hydroxymethyl-N-(4-nitro-3-trifluoromethyl-phenyl)-benzenesulfonamide (iv) as light yellow solid with 71% yield. 1H NMR (300 MHz, CDCl3) δ 2.06 (br, 1H), 4.75 (s, 2H), 6.96 (br, 1H), 7.59 (d, J=10.17 Hz, 2H), 7.84 (d, J=8.19 Hz, 2H), 7.88 (d, J=8.43 Hz, 1H), 8.03 (d, J=8.43 Hz, 1H), 8.16 (s, 1H).

Provenance & Evidence