Fluorene-9-hydroxy-9-carboxylic acid

The benzilic acid and benzidine rearrangements are of less industrial importance. The benzilic acid rearrangement is used in the production of fluorene-9-hydroxy-9-carboxylic acid from phenanthrenequinone. 

To a solution of the S-(+)-4-acethoxy-9-[2-(5-ethyl-l,2,3,6-tetrahydro-pyridin-3yl)-l-(lH-indol-2-yl)-l-methoxycarbonyl-ethyl]-3a-ethyl-5-hydroxy-8-methoxy-6-methyl-3a,4,5,5a,6,ll,12,12b-octahydro-lH-6,12a-diaza-indeno[7,l-ca]fluorene-5-carboxylic acid methyl ester in dioxane and glacial acetic acid was added 37% aqueous formaldehyde and the mixture stirred at 35°C for 24 h. The solution was evaporated in vacuo and the residue suspended in chloroform and washed with cold aqueous 5% K2C03 solution. The chloroform layer was dried (MgS04), filtered, and evaporated. The residue was chromatographed eluting with EtOAc/MeOH, 10% NH4OH to give the product navelbine. 

Chlorllurecol 9H-Fluorene-9-carboxylic acid, 2-chloro-9-hydroxy- C,4HgCI03 2464-37-1 260.672 1.496 ... 

Beginning with 9-fluorene carboxylic acid, high molecular weight poly(9-hydroxy methyl-9-fluorene carboxylic acid) has been prepared by the homopolymerization of 9-hydroxymethyl-9-fluorene carboxylic acid using trifluoro methanesulfonate as the catalyst. This polymeric agent readily formed donor-acceptor complexes with 1,3-dinitrobenzene and is suitable as a charge transport material. 

Hydroxy-9-fluorene carboxylic acid was also prepared. 

Hydroxy-[ 1,1 -binaphthalene]-2-carboxylic acid, see H-00131 Di-2-pyridinylethanedione bis(2-quinolinylhydrazone), D-01067 l,12-Di-2-thienyl-2,5,8,ll-tetrathiadodecane, D-01115 1 -(9//-Fluoren-9-yl)ethyl carbonochloridate (+ )-form, in F-00017... 

---