Process for preparing 2,3-dihydro-2,2-dimethylbenzofuran-7-ol

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

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568652, C07D30786

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045422290

ABSTRACT:
A process is described for preparing 2,3-dihydro-2,2-dimethylbenzofuran-7-ol (I), which is a useful intermediary in the preparation of Carbofuran, a known multi-functional insecticide.
The process consists essentially of reacting the pyrocatechol and a methallylhalide in an inert organic solvent in the presence of a solid inorganic base and a suitable catalyst, to obtain o.methallyloxyphenol with high conversion and high selectivity; this product is thermally transposed to o.methallylpyrocatechol, which is finally cyclized to the product (I) by heterogeneous catalysis in the presence of solid acid catalysts.
All stages of the process can be carried out in a single reaction medium, without separating intermediate products.

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Dehmlow et al., Phase Transfer Catalysis-Verlag Chemie, (1980) pp. 1-11.
Synthesis, No. 4, Apr. 1973, p. 209 "2,5-Dimethylfuran, An Application of Ion Exchange-Resin Catalysis in Organic Synthesis", Scott et al.

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