Methyl iodide → HCID 20066611, compound

Participants

Reaction Steps

To a mixture of 1-tert-butoxycarbonyl-4-(3,4,5-trimethoxybenzoyl)piperazine-2-methanol (12.0 g), methyl iodide (21.3 g) and dimethyl formamide (50 ml) is added, under ice-cooling while stirring, in limited amounts, 60% sodium hydride (1.8 g). The mixture is stirred for 30 further minutes, and the reaction mixture is poured into ice-water, followed by extraction with ethyl acetate. The organic layer is dried and concentrated. The residue is purified by means of a silica gel column chromatography (eluent: dichloromethane-ethyl acetate=1:1) to afford 1-tert-butoxycarbonyl-2-methoxymethyl-4-(3,4,5-trimethoxybenzoyl)piperazine (12.5 g) as colorless crystals, m.p. 127° C.

Provenance & Evidence