Chloroform → HCID 54093297, compound

Participants

Reaction Steps

A solution of tosyl bromide (17.1 g, 72.73 mmol) and NEt3 (7.36 g, 72.73 mmol) in CCl4 (250 mL) was cooled to 0° C. To this solution was added [5-(1,1-dimethylethyl)-4-mercapto-2-methylphenyl]-imidodicarbonic acid bis(1,1-dimethylethyl) ester obtained from Example FFFF in CCl4 (250 mL) dropwise over an 8 hour period. The mixture was then allowed to warm to room temperature overnight. Chloroform was added, and the solution was washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The resulting material was flash chromatographed on silica gel, eluting with 4:1 CHCl3 :hexanes to afford the title compound. 1H NMR (CDCl3) δ 1.16 (s, 9 H), 1.40 (s, 18 H), 2.10 (s, 3 H), 2.40 (s, 3 H), 7.07 (s, 1 H), 7.19 (d, 2 H), 7.40 (s, 1 H), 7.44 (d, 2 H).

Provenance & Evidence