Research Article: Ethyl 4-(2-fur­yl)-2-oxochroman-3-carboxyl­ate

Date Published: June 01, 2010

Publisher: International Union of Crystallography

Author(s): Maddela Prabhakar, J. S. N. Reddy, N. Ravi Kumar, S. Viswanadha Ganesh, K. Anand Solomon.

http://doi.org/10.1107/S1600536810016193

Abstract

The title compound, C16H14O5, was prepared from the reaction of 3-carbethoxy­coumarin with furan in the presence of AlCl3 as catalyst. In the crystal, inter­molecular C—H⋯O hydrogen-bonding inter­actions between four mol­ecules lead to a tetra­mer in the unit cell. The furan ring is anti­periplanar [C—C—C—O = 167.9 (13)°] and the ethoxy­carbonyl group is (−)anti­clinal [C—C—C—O = −128.6 (14)°] to the lactone ring.

Partial Text

For the medicinal and biological activity of coumarins and their derivatives, see: Borges et al. (2005 ▶); Kontogiorgis & Hadjipavlou-Litina (2005 ▶); Gursoy & Karali (2003 ▶); Prabhakar et al. (2010 ▶). For the assignment of conformations and the orientation of the substituents, see: Nardelli (1983 ▶, 1995 ▶); Klyne & Prelog (1960 ▶).

Source:

http://doi.org/10.1107/S1600536810016193