Process for the continuous preparation of 2,2,6,6-tetramethylpip

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546244, C07D21102

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active

056633513

ABSTRACT:
Process for the continuous preparation of 2,2,6,6-tetramethylpiperidine.
The reduction of triacetonamine with hydrazine also succeeds continuously by reactive distillation if the hydrazone is first formed and this is continuously transported to the distillation bottoms comprising a high-boiling solvent and an alkali at the base of a distillation column and the resulting 2,2,6,6-tetramethylpiperidine is distilled off as an azeotrope.
In this procedure a hydrazine/triacetonamine ratio of 1.5:1 to 2.0:1 is sufficient, in comparison with the conventional synthesis, the product yield being able to be considerably increased (>90%). Moreover, the amounts of alkali and solvent used can be considerably reduced.

REFERENCES:
patent: 4208525 (1980-06-01), Rasberger et al.
patent: 4252958 (1981-02-01), Hirai et al.
Nelson, J.L., et al, Chem. Abs. 44:7275d, "Studies on the mechanism of the von Braun reaction" (Aug. 25, 1950).
Bikova, N., et al, Chem. Abs. 56:10088d, "The synthesis of the ganglion-blocking preparation, Pempidin" (Apr. 30, 1962).

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