55589-21-4Relevant articles and documents
Safe execution of a large-scale ozonolysis: Preparation of the bisulfite adduct of 2-hydroxyindan-2-carboxaldehyde and its utility in a reductive amination
Ragan, John A.,Am Ende, David J.,Brenek, Steven J.,Eisenbeis, Shane A.,Singer, Robert A.,Tickner, Derek L.,Teixeira Jr., John J.,Vanderplas, Brian C.,Weston, Neil
, p. 155 - 160 (2003)
Several routes to bisulfite adduct 2 were explored, the most efficient of which involved vinyl Grignard addition to 2-indanone followed by ozonolysis and workup with aqueous NaHSO3 to effect reduction and bisulfite formation in a single pot. The safety and calorimetry of this ozonolysis reaction was studied, and the safe scale-up to 3 kg of olefin is described. The utility of bisulfite adduct 2 as an aldehyde surrogate in a reductive amination reaction is also described.