Heilbron, I. M. published the artcileUnion of aryl nuclei. II. Chloro-, bromo- and nitrofluorenones, Category: quinuclidine, the publication is Journal of the Chemical Society (1938), 113-16, database is CAplus.
By means of the Gomberg reaction, diazotized Me anthranilate (or a derivative) and a neutral aromatic liquid being used, nuclear-substituted biphenyl-2-carboxylic acids become readily available, from which the corresponding substituted fluorenones may be obtained quant. on ring closure. Me 4-chloroanthranilate and C6H6 thus give 25% of the Me ester, b20 180-90°, of 5-chlorodiphenyl-2-carboxylic acid (I), m. 152°; ring closure with H2SO4 gives 3-chlorofluorenone (II), yellow, m. 157°; 4-Cl isomer of I, m. 157°; 2-Cl isomer of II, m. 123°; 5-Br analog of I, m. 172°; 3-Br analog of II, m. 161°; the 4-isomers, m. 164°, and 150°, were likewise prepared 4-NO2 analog of I, m. 173°; ring closure gives the 4-NO2 analog of II, m. 219°. PhCl and PhBr give mixtures of the 2′- and 4′-Cl and Br derivatives, the separation of which was only partly successful. p-ClC6H4N2Cl and PhMe give 4′-chloro-2-methylbiphenyl, b. 288-90°; oxidation gives 4′-chloro-biphenyl-2-carboxylic acid, m. 161°; ring closure gives the 2-Cl isomer of II.
Journal of the Chemical Society published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.
Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider