Methyl iodide → HCID 21264532, compound

Participants

Reaction Steps

Analogously to Example 1f, 8.6 g (23 mmol) of 6-benzyloxy-4-(ethylsulfonyl)amino-2,2-dimethylchroman were introduced in portions into a suspension of 1 g (25 mmol) of sodium hydride (60% dispersion) in 75 ml of DMA at 10° C. After stirring at RT for 2 h, 1.6 ml (25 mmol) of methyl iodide were added dropwise, the temperature rising to 40° C. The mixture was then heated to 35-45° C. for 2 h, and concentrated in vacuo, the residue was treated with water, the resinous product was taken up with EA, the solution was dried and concentrated, and the residue was chromatographed using n-heptane/EA (1:1) on silica gel. 7.4 g of product were crystallized from appropriate fractions using petroleum ether/diisopropyl ether, m.p. 91-93° C.

Provenance & Evidence