Process for preparing 6-fluoro-4-chromanone using 3-(4-fluorophe

Details Process for preparing 6-fluoro-4-chromanone using 3-(4-fluorophe Process for preparing 6-fluoro-4-chromanone using 3-(4-fluorophe

1985-07-08

1986-11-25

Torrence, Dolph H.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

558389, C07D31122, C07C12175

Patent

active

046250425

ABSTRACT:
The present invention relates to 3-(4-fluorophenoxy)propionitrile having the formula (I): ##STR1## a process for preparing 3-(4-fluorophenoxy)propionitrile having the formula (I) which comprises reacting 4-fluorophenol and acrylonitrile in the presence of a tertiary amine, a process for preparing 6-fluoro-4-chromanone having the formula (II): ##STR2## which comprises reacting 3-(4-fluorophenoxy)propionitrile having the formula (I) with an acid, and a process for preparing 6-fluoro-4-chromanone having the formula (II) which comprises reacting 4-fluorophenol with acrylonitrile in the presence of a catalyst to give 3-(4-fluorophenoxy)propionitrile having the formula (I), which is then reacted with an acid. 6-Fluoro-4-chromanone is an important intermediate for the synthesis of (S)-2,3-dihydro-6-fluoro-spiro[4H-1-benzopyran-4,4'-imidazolidine]-2',5'di one (USAN: sorbinil).

REFERENCES:
patent: 2819197 (1958-01-01), Santmyer et al.
patent: 2974160 (1961-03-01), Heininger
patent: 3467692 (1969-09-01), Newallis et al.
patent: 4117230 (1978-09-01), Sarges
patent: 4130714 (1978-12-01), Sarges

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