Hydrochloric Acid → HCID 57449972, compound

Participants

Reaction Steps

Potassium tert-butylate (1.33 g) was added to a solution of 1-(2-chloro-4-diallylamino-phenyl)-ethanone (2.36 g) and (methoxymethyl)triphenylphosphonium chloride ([CAS Reg. No. 4009-98-7], 3.75 g) in THF (55 ml). The mixture was stirred for 1 h at room temperature. Additional (methoxymethyl)triphenylphosphonium chloride (324 mg) and potassium tert-butylate (133 mg) were added and stirring was continued for 1 h. More (methoxymethyl)triphenylphosphonium chloride (324 mg) and potassium tert-butylate (133 mg) was added and stirring was continued for 30 min. HCl (25% aq, 15 ml) was added. The mixture was stirred for 1 h at room temperature and then for 45 min at 50° C. Water (100 ml) was added, neutralized carefully by addition of sodium bicarbonate, and then extracted with DCM. The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, ethyl acetate/heptane 0:100-20:80) to give the title compound as a light yellow oil (2.1 g). MS (m/e)=264.1 [M+H+].

Provenance & Evidence