Methanol → HCID 14986697, compound

Participants

Reaction Steps

To a solution of 0.54 g (1.6 mmol) ethyl 6-chloro-2-[m-(3-pyridyl)-phenyl]-hexanoate in 10 ml methylene chloride at -78° is added slowly 2.2 ml (3.4 mmol) of a 1.5M solution of diisobutylaluminium hydride in hexane. The reaction mixture is stirred at -78° for 5 min and 1.6 ml methanol is added followed by 50 ml ether. The mixture is warmed to 0° and 1.6 ml brine and 1.11 g finely powdered sodium sulfate are added. The mixture is stirred and then filtered. The filter cake is washed with methylene chloride and combined organic layer is evaporated to give 6-chloro-2-[m-(3-pyridyl)-phenyl]-hexanal as an oil; IR (CH2Cl2): 1724, 1682 cm-1.

Provenance & Evidence