Synthesis and molecular structures of (2-dialkylaminophenyl)alcohols and of 2-phenylaminoalkyl-dimethylaminobenzene derivatives
作者： Harbi Tomah Al-Masri , Joachim Sieler , Peter Lönnecke , Steffen Blaurock , Konstantin Domasevitch
DOI: 10.1016/J.TET.2003.11.022
关键词: Chemistry 、 Ketone 、 Crystal structure 、 Electrophile 、 Benzaldehyde 、 Medicinal chemistry 、 Stereochemistry 、 Benzophenone 、 Organic chemistry 、 Biochemistry 、 Drug discovery
摘要: Abstract N,N-Dimethyl-o-toluidine, N,N-dimethylaniline, and N,N-diethylaniline were treated with n-butyllithium-tmeda in diethyl ether–hexane solution to give o-lithioarylamines, which react various electrophiles (benzophenone, dicyclohexyl ketone, benzaldehyde, Ph(H)CNPh) form the corresponding (2-dialkylaminophenyl)alcohols 1-HOCPh2-2-NMe2C6H4 ( 1 ), 1-HOCCy2-2-NMe2C6H4 2 1-HOCPh2CH2-2-NMe2C6H4 4 1-HOC(H)PhCH2-2-NMe2C6H4 6 1-HOCPh2-2-NEt2C6H4 7 2-phenylaminoalkyl-dimethylaminobenzene derivatives 1-NMe2-2-NH(Ph)C(H)PhC6H4 3 ) 1-NMe2-2-NH(Ph)C(H)PhCH2C6H4 5 ). Compounds 1–7 characterized spectroscopically (NMR, IR, MS) by crystal structure determination.
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