Process for preparing substituted 2,3-dihydrobenzofuran

Details Process for preparing substituted 2,3-dihydrobenzofuran Process for preparing substituted 2,3-dihydrobenzofuran

1984-04-19

1986-01-14

Jiles, Henry R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

568723, 568726, 568727, C07D30786, C07D30779

Patent

active

045646910

ABSTRACT:
A process is provided for preparing a substituted 2,3-dihydrobenzofuran of the general formula ##STR1## in which R.sub.a is hydrogen, halogen, alkyl, straight or branched having from 1 to 4 carbon atoms, aryl, alkaryl, --OH, --OR.sub.3, --N(R.sub.d).sub.2, where R.sub.3 and R.sub.d are alkyl, straight or branched having from 1 to 4 carbon atoms; R.sub.b is alkyl, straight or branched, having from 1 to 6 carbon atoms, aryl, alkaryl; and R.sub.c is hydrogen or the same as R.sub.b, by the rearrangement of a 1,1-bis(2-hydroxybenzene) alkyl and/or aryl-ethane, in the presence of catalytic amounts of a mineral acid or organic acid such as phosphoric, sulfuric or p-toluenesulfonic, at elevated temperatures from 180.degree. to 250.degree. C., and withdrawing the resulting products from the reaction mixture as they are formed. The starting 1,1-bis(2-hydroxybenzene) alkyl and/or aryl-ethane compounds may be obtained by the catalyzed reaction of a substituted biphenol with an aldehyde. The substituted 2,3-dihydrobenzofurans are useful in the manufacture of pesticides.

REFERENCES:
von Braun et al., Chem. Abstracts, vol. 23, (1929), p. 4687-4690.

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