Rieche formylation

Rieche formylation
Named after	Alfred Rieche
Reaction type	Substitution reaction

Rieche formylation is a type of formylation reaction. The substrates are electron rich aromatic compounds, such as mesitylene^[1] or phenols,^[2] with dichloromethyl methyl ether acting as the formyl source. The catalyst is titanium tetrachloride and the workup is acidic. The reaction is named after Alfred Rieche who discovered it in 1960.^[3]

See also

Reimer–Tiemann reaction.

References

1. Rieche, A.; Gross, H.; Höft, E. (1967). "Aromatic Aldehydes. Mesitaldehyde". Organic Syntheses. 47 (47): 1. doi:10.15227/orgsyn.047.0001.
2. García, Oscar; Nicolás, Ernesto; Albericio, Fernando (June 2003). "o-Formylation of electron-rich phenols with dichloromethyl methyl ether and TiCl₄". Tetrahedron Letters. 44 (27): 4961–4963. doi:10.1016/S0040-4039(03)01168-7.
3. Rieche, Alfred; Gross, Hans; Höft, Eugen (January 1960). "Über α-Halogenäther, IV. Synthesen aromatischer Aldehyde mit Dichlormethyl-alkyläthern". Chemische Berichte. 93 (1): 88–94. doi:10.1002/cber.19600930115.