HCID 86749489, compound → HCID 67737305, compound

Participants

Reaction Steps

Combine (E) and (Z)-2-(4-methoxyphenyl)-3-(1-p-toluensulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid, t-butyl ester (427 mg) and 96% formic acid (6 mL). After 24 hours, evaporate in vacuo to obtain a residue and recrystallize that residue, if desired, from cyclohexane/ethyl acetate to obtain the intermediate (E) and (Z)-2-(4-methoxyphenyl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)propenoic acid: mp 175°-178° C.; IR (KBr) νmax 1728, 1692, 1371, 1271, 1250, 1179 cm-1 ; 1H NMR (CDCl3) δ8.01 (s, 1H), 7.92 (d, 1H, J=1.7 Hz), 7.63 (d, 2H, J=8.5 Hz), 7.26 (d, 1H, J=1.7 Hz), 7.22 (d, 2H, J=8.5 Hz), 7.01 (d, 2H, J=8.8 Hz), 6.67 (d, 2H, J=8.9 Hz), 4.16 (q, 2H, J= 7.2 Hz), 3.76 (s, 3H), 2.38 (s, 3H), 1.24 (t, 3H, J=7.2 Hz).

Provenance & Evidence