Alternative and Straightforward Synthesis of Dopaminergic 5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine

作者：Oztaskin Necla; Goksu Suleyman^*; Secen Hasan

来源：Synthetic Communications, 2011, 41(13): 2017-2024.

DOI：10.1080/00397911.2010.495043

• Aminotetralin
• Birch reduction
• Curtius rearrangement
• dopamine
• neurotransmitter
• synthesis

[image omitted] 5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine was synthesized from 2-naphthoic acid in six steps with an overall yield of 27%. Following the reaction sequence, bromination, esterification, substitution with NaOMe in the presence of CuI, the Birch reduction, Curtius rearrangement, and hydrogenolysis afforded biologically active title compound 5-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine as hydrogen chloride salt.

• 出版日期2011