(1RS,6SR)-Ethyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate

Abstract

In the crystal structure of the title compound, C21H18F2O3, the cyclo­hexene ring has a slightly distorted sofa conformation; the two benzene rings are inclined by 76.27 (8)° and their planes make dihedral angles of 16.65 (10) and 67.53 (7)° with the approximately planar part of the cyclo­hexenone ring [maximum deviation 0.044 (2) Å, while the sixth atom is displaced by 0.648 (3) Å from this plane]. In the crystal, weak inter­molecular C—H⋯O, C—H⋯F and C—H⋯π inter­actions join mol­ecules into a three-dimensional structure.

Ethyl 4,4''-Difluoro-5'-hydroxy-1,1':3',1''-terphenyl-4'-carboxylate

“…Ethyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate (2) was prepared by the condensation of ethyl acetoacetate with the 4,4'-difluoro chalcone (1) according to the method described in our previous work [22]. In a round-bottomed flask, a mixture of α,β-unsaturated cyclohexenone, 2 (3.56 g, 10 mmol) and chloramine-T (5.62 g, 20 mmol) in 50 mL acetic acid was refluxed with stirring for 12 h. The reaction mixture was cooled to room temperature and quenched into 200 mL ice cold water.…”

Ethyl 2-amino-4,6-bis(4-fluorophenyl)cyclohexa-1,3-diene-1-carboxylate

“…For background to the applications of cyclohexenones, see: Padmavathi et al (1999Padmavathi et al ( , 2000; Padmavathi, Sharmila, Balaiah et al (2001); . For the structure of the precursor of the title compound, see: Dutkiewicz et al (2011). For various derivatives of 4,4-difluorochalcone, see: Fun et al (2010a,b); Jasinski et al (2010a,b).…”

Synthesis, Characterization and Crystal Structure of Ethyl 2-amino-4-(4-fluorophenyl)-6-phenylcyclohexa-1,3-diene-1-carboxylate

“…The crystal structure of similar aminated products viz., ethyl 2-amino-4,6-bis(4-fluoro phenyl)cyclohexa-1,3-diene-1-carboxylate and ethyl 2-amino-6-(4-bromophenyl)-4-(4-fluorophenyl)cyclohexa-1,3-diene-1-carboxylate have been reported [4,5]. The crystal structure of the cyclohexenone derivatives viz., ethyl 6-(4-bromophenyl)-4-(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate and ethyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate have been reported [6,7]. In continuation of our work on synthesis of cyclohexenone derivatives [2], the title compound (I) is prepared and characterized by elemental analysis, FT-IR, thermogravimetric analysis (TGA), differential thermal analysis (DTA), UV-Visible, and single-crystal X-ray diffraction.…”