Process of making ketones
AssigneeThe Dow Chemical Company
InventorMarlin E. Walters
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Abstract
Ketones are prepared by admixing at least one gem-dichloro compound with at least one acid such that the ketone wherein the keto-oxygen replaces the gem-dichloro group is formed. The reaction is exemplified by the reaction of 9,9-dichlorofluorene with an acid such that fluorenone is formed. This process has the advantage that no oxidizing agent is used.
Claims24
A process for preparing a ketone comprising reacting a compound having acidic protons and a molecular structure which can delocalize the electron density of a conjugate base with a perchloroalkane and aqueous base in the presence of a tetraalkylammonium or tetraalkylphosphonium hydroxide phase transfer catalyst to form at least one gem-dichloro compound;
- and (b) admixing the gem-dichloro compound with an effective amount of at least one acid in the presence of at least about one mole of water for each mole of gem-dichloro compound such that a ketone is formed.
A process for preparing a ketone comprising admixing the reaction product of a compound which has acidic protons and a molecular structure which can delocalize the electron density of a conjugate base, perchloroalkane, and aqueous base in the presence of a phase transfer catalyst which is a tetraalkyl-ammonium or -phosphonium salt with an acid such that a ketone is is formed.
A process for preparing a ketone comprising (a) reacting a compound having acidic protons and a molecular structure which can delocalize the electron density of a conjugate base, said compound having the acidic protons on a saturated carbon atom which also has at least one substituent selected from vinyl, nitro, carbonyl, cyano, sulfone or phenyl groups, with a perchloroalkane and aqueous base in the presence of a tetraalkylammonium or tetraalkylphosphonium hydroxide phase transfer catalyst to form at least one gem-dichloro compound;
- and (b) admixing the gem-dichloro compound having a gem-dichloro group adjacent at least one vinyl, nitro, carbonyl, cyano, sulfone, or phenyl group with an effective amount of at least one acid or pKa at most about 14 in the presence of at least about one mole of water for each mole of gem-dichloro compound such that a ketone is formed.
Dependencies are inferred from the claim text.