Acetic Anhydride → HCID 25000400, compound

Participants

Reaction Steps

To a cold solution of 4-(2′-aminoethyl)-5,7-dimethoxyindole (0.29 g, 1.3 mmol) in the (10 cm3) were added TEA (0.9 cm3) and acetic anhydride (0.5 cm3). The ice bath was removed and the solution stirred for 15 hours using the method of Spadoni et al. The solvent was evaporated under vacuum, and the residue was taken up into ethyl acetate and washed with a saturated aqueous solution of NaHC03, followed by saturated NaCl solution. The organic layer was dried with MgS04 and concentrated to give a crude solid, which was chromatographed on silica, using ethyl acetate:methanol (95:5), to give 4-[2′-(N-acetyl)aminoethyl]-5,7-dimethoxyindole (0.19 g, 54%) as a brown viscous oil.

Provenance & Evidence