Chloromethyl Methyl Ether → HCID 19915640, compound

Participants

Reaction Steps

(+)-5-(2,3-dihydrobenzofuran-7-yl)-3-methyl-8-nitro-2,3,4,5-tetrahydro-1H-3-benzazepin-7-ol (68.0 mg, 2.0 mmol) and potassium-tert-butylate (24.0 mg, 2.2 mmol) are dissolved in dry tetrahydrofuran (10 ml) at 23° C. Chloromethyl methyl ether (20.0 mg, 2.5 mmol) is added. The reaction mixture is stirred for 22 hours, filtered and the filtrate evaporated to dryness under reduced pressure. The resulting light yellow oil is purified using reverse phase HPLC (column 16 mm×250 mm, C18 7μ; eluent aceticnitril/0.1M ammoniumsulphate pH 3.3 (30:70), isocratic). The fractions containing the product are pooled. The pH is adjusted to 9.0, and the product extracted into dichloromethane. The organic phase is evaporated to dryness under reduced pressure.

Provenance & Evidence