Grosheintz-Fischer-Reissert aldehyde synthesis

Reissert Reaction (Grosheintz-Fischer-Reissert Aldehyde Synthesis)... [Pg.16]

This reaction was initially reported by Reissert in 1905 and extended by Grosheintz and Fischer in 1941 It is the synthesis of aldehyde involving the formation of 1 -acyl-2-cyano-1,2-dihydroquinoline derivatives from acyl chlorides, quinoline, and potassium cyanide and the subsequent hydrolysis of said dihydroquinoline derivatives under acidic conditions to produce quinaldic acid and aldehydes. The original procedure occurs smoothly for aroyl or cinnamoyl chloride in liquid SO2 but not in benzonitrile, ether, dioxane, acetone, or CHCb. However, the modification from Grosheintz and Fischer using hydrogen cyanide and 2 eq. quinoline in absolute benzene is also adaptable for aliphatic acid chlorides. This is one of the methods that converts acyl chlorides into aldehydes and is found to be superior to the normal Rosenmund Reduction. For example, o-nitrobenzoyl chloride has been converted into o-nitrobenzaldehyde in 60% yield by the current reaction, whereas the Rosenmund Reduction is not suitable for such conversion. Therefore, this reaction is referred to as the Grosheintz-Fischer-Reissert aldehyde synthesis or Reissert aldehyde synthesis. ... [Pg.1284]

Other references related to the Grosheintz-Fischer-Reissert aldehyde synthesis are cited in the literature. ... [Pg.1287]

REISSERT GROSHEINTZ - FISCHER Cyanoamine Reaction Synthesis ot aldehydes or alkaloids frem acid chiondes via 1 -cyano-2-acylisoquinoline or 2-cyanoquinoline intermediates... [Pg.392]

REISSERT - GROSHEINTZ - FISCHER CyanoamineReaction Synthesis of aldehydes or alkaloids from acid chlorides via 1 cyano-2-acylisoquinoime or 2-... [Pg.391]

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