Synthesis of 2,4,8,10-tetroxaspiro[5.5]undecane

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

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C07D31900

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045283869

ABSTRACT:
Pentaerythritol can be converted to its diformal, 2,4,8,10-tetroxaspiro[5.5]undecane, by heating it to a temperature within the range of about 110.degree. to 150.degree. C. for a period of up to 10 minutes, in the presence of a slight excess of paraformaldehyde and of a catalytic quantity of an acid catalyst such as sulfuric acid. The reaction may be carried out in two steps, by forming first the monoformal, then the diformal. In any case, total reaction time is about 10 minutes and yield of diformal are greater than 90%.
Previous processes require hours or days, and often, tedious operating procedures.

REFERENCES:
patent: 1934309 (1933-11-01), Hoover
patent: 2775622 (1956-12-01), Snow
patent: 2915530 (1959-12-01), Kray et al.
patent: 2945008 (1960-07-01), Caldwell et al.
patent: 3092640 (1963-06-01), Mantell et al.
patent: 4076727 (1978-02-01), Rey et al.

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