HCID 20517522, compound → HCID 20517538, compound

Participants

Reaction Steps

2-Ethyl-2-(3-methoxyphenyl)-4-methylmorpholine (4.0 g, 0.015 mol) was refluxed for 2.5 hour with aqueous 48% hydrobromic acid (50 ml). The residue on evaporation was dissolved in 2 M sodium hydroxide (50 ml) and the non-phenolic material (about 1.0 g) extracted with ether. The aqueous layer was neutralised with solid ammonium chloride and the phenol extracted with ether/chloroform. The residue on removal of the solvents (1.3 g) was dissolved in isopropyl alcohol and treated with 40% aqueous HBr. The residue on evaporation crystallised from isopropyl alcohol as the hydrobromide hemi-isopropanolate of the title compound (1.24 g, m.p. 99°-104° C.).

Provenance & Evidence