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Updated: May 24, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
1-[(4-Bromo-phen-yl)(morpholin-4-yl)meth-yl]naphthalen-2-ol
1School of Pharmaceutical Sciences, Nanjing University of Chinese Medicine, Nanjing 210046, People's Republic of China.
Abstract:
The title compound, C(21)H(20)BrNO(2), was obtained from a condensation reaction of 4-bromo-benzaldehyde, 2-naphthol and morpholine. The mol-ecular conformation is stabilized by an intra-molecular O-H⋯N hydrogen bond, closing a six-membered ring. The dihedral angle between the naphthalene ring system and the benzene ring is 76.72 (8)°. In addition to the intra-molecular hydrogen bond, the O-H groups of centrosymmetrically related mol-ecules form short inter-molecular H⋯O contacts of 2.59 Å. These mol-ecules are also linked by pairs of C-H⋯O inter-actions, generating an R(2) (2)(14) motif.
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