Chlorination process, alkylation of products of said process and

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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562480, 564305, 564312, 564314, 564405, 564430, 564433, 568721, 568722, 568727, 568774, 570123, 570143, 570206, C07C 3924, C07C 6300, C07B 5700

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053877250

ABSTRACT:
Compounds having acidic protons and a molecular structure which can delocalize the electron density of the conjugate base (target compounds) are chlorinated by contacting such compounds with a perchloroalkane and aqueous base in the presence of a phase transfer catalyst which is an tetraalkylammonium hydroxide. Chlorinated products, preferably gem-dichloro compounds, are produced. The gem-dichloro compounds are useful for alkylation of aromatic compounds. For instance fluorene is chlorinated to form 9,9-dichlorofluorene which is reacted with such compounds as phenol or aniline to form such compounds as 9,9-bis(hydroxyphenyl)fluorene, 9,9-bis(aminophenyl)fluorene, or 9-aminophenyl-9-chlorofluorene.

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