Salicylaldehyde → HCID 19074348, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-hydroxybenzaldehyde (16.7 g) and Al2O3 /KF (65.5 g) in DMF was heated to 120° C. under a N2 atmosphere and 4-bromo-1-fluoro-2-nitrobenzene (30 g) in DMF was added. The mixture was stirred at 120° C. for 3 hours. The precipitate was filtered off and the filtrate evaporated. The residue was purified by open column chromatography over silica gel (eluent 1: hexane/CH2Cl2 /AcOEt 8/1/1; eluent 2: CH2Cl2 /2-propanone 9/1) and the pure fractions were collected, yielding 26 g (59%) of 2-(4-bromo-2-nitrophenoxy)benzaldehyde (interm. 3). Analogously, 5-chloro-2-(2-nitrophenoxy)benzaldehyde (interm. 4) was prepared.

Provenance & Evidence