Lithium iodide → HCID 57443971, compound

Participants

Reaction Steps

A mixture of benzo[b]-thiophene-2,6-dicarboxylic acid 2-ethyl ester 6-methyl ester (16.19 g, 61.26 mmol) and LiI (34.68 g, 259.11 mmol) in 500 ml anhydrous pyridine was refluxed for 3 days. After cooling to rt, the mixture was poured into ice-cold 2N HCl (1000 mL). The solid was collected, washed with water and dried. The solid was crystallized from methanol to give benzo[b]thiophene-2,6-dicarboxylic acid 2-ethyl ester as a pale solid (11.65 g, 76%). MS: calc'd 251 (MH+), exp 251 (MH+). 1H NMR (d6-DMSO, 400 MHz), 8.69 (s, 1H), 8.26 (s, 1H), 8.11 (d, 1H, J=8.4 Hz), 7.98 (d, 1H, J=8.4 Hz), 4.37 (q, 2H, J=6.8 Hz), 1.35 (t, 3H, J=7.2 Hz).

Provenance & Evidence