Sanchez-Viesca, F.; Gomez, Maria R.; Berros, Martha published the artcile< An anomalous Houben-Hoesch reaction and some applications in arylation reactions>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is anomalous Houben Hoesch reaction methoxybenzene arylation application.
α,α-Dichloro-2,4,5-trimethoxyacetophenone (1a), prepared via a Houben-Hoesch reaction between 1,2,4-trimethoxybenzene and dichloroacetonitrile, was very unreactive, failing to react with NaOAc, methoxide and ethoxide. Attempted preparation of α,α-diethoxy-2,4,5-trimethoxyacetophenone by Houben-Hoesch reaction of 1,2,4-trimethoxybenzene with diethoxyacetonitrile gave tris(2,4,5-trimethoxyphenyl)methane instead. Reaction of 1,2,4-trimethoxybenzene with diethoxyacetonitrile under Houben-Hoesch conditions gave 2,2-bis(2,4,5-trimethoxyphenyl)acetamide. 2,2-Dichloro-1-methoxy-1-(2,4,5-trimethoxyphenyl)ethane (preparation described) could be arylated by 1,2,4-trimethoxybenzene and 2,4-dimethoxychlorobenzene to give 2,2-dichloro-1,1-bis(2,4,5-trimethoxyphenyl)ethane and 2,2-dichloro-1-(5-chloro-2,4-dimethoxyphenyl)-1-(2,4,5-trimethoxyphenyl)ethane. Reactions of 1,2,4-trimethoxybenzene with RCH2CN (R = EtO, MeO) under Houben-Hoesch conditions gave 2,4,5-trimethoxyphenacyl chloride (unexpectedly) and α-methoxy-2,4,5-trimethoxyacetophenone, resp.
Organic Preparations and Procedures International published new progress about Hoesch reaction. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts