3,4-Dichlorobenzyl chloride → HCID 22718721, compound

Participants

Reaction Steps

Sodium hydride (60 mg) was added to a solution of ethyl-4-chloro-5-methoxyindole-2-carboxylate (250 mg), 3,4-dichlorobenzylchloride (0.21 ml) and tetrabutylammoniumiodide (3 mg) in DMF at ambient temperature under an inert atmosphere. The reaction was stirred at ambient temperature for 18 hours then partitioned between ethylacetate (30 ml) and water(30 ml). The organic phase was dried (MgSO4), concentrated under vacuo and the residue purified by column chromatography using isohexane-15% ethylacetate as eluent to yield the product as a white solid (196 mg,48%) NMR: δ (CDCl3) 1.39 (t, 3H), 3.93 (s, 3H), 4.32 (q, 2H), 5.73(s, 2H), 6.84 (dd, iH), 7.06-7.16 (m, 3H), 7.31 (d, 1H), 7.42 (s, 1H)

Provenance & Evidence