Process for preparing 1,3-dibromoacetone,...

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

Reexamination Certificate

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C568S393000, C568S411000, C549S518000

Reexamination Certificate

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07456322

ABSTRACT:
A process for preparing 1,3-dibromoacetone, 1-3-dichloroacetone and epichlorohydrin which comprises: (a) re-acting acetone with 2 moles of bromine to make a mixture of brominated acetone derivatives and byproduct hydrogen bromide; (b) equilibrating the mixture of brominated acetone derivatives and hydrogen bromide to produce 1,3-dibromoacetone as the major product; (c) crystallizing the 1,3-dibromoacetone; and (d) isolating the 1,3-dibromoacetone. The process may further include the steps of (e) reacting the 1,3-dibromoacetone with a chloride source to produce 1,3-dichloroacetone; (f) hydrogenating the isolated 1,3-dichloroacetone to produce 1,3-dichlorohydrin; and (g) cyclizing the 1,3-dichlorohydrin with a base to produce epichlorohydrin.

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Rodygin et al. Selective Monobromination of Ketones by Bis(Dimethylacetamide) Hydrogen Tribomide. Russian Journal of Organic Chemistry, 1994, vol. 30 (6), pp. 881-887.
Schubert, et al, Chemtech, Apr. 1993, pp. 37-41.

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