1-Octanol → Octanal

Participants

Reaction Steps

1-Octanol (2.0 g, 15.4 mmol), sodium hydrogencarbonate (1.6 g, 18.5 mmol), 4-methoxy TEMPO (29 mg, 0.15 mmol), sodium bromide (0.16 g, 1.54 mmol) and 1,2-dichloroethane (15 ml) were put in a 50-ml egg plant type flask. The suspension was cooled to less than 10° C. in an ice bath and thereto was added NCS (2.3 g, 16.9 mmol) divided in two portions. The insoluble materials were filtered off and the filtrate was washed with 5% aqueous sodium bicarbonate solution. The crude product was purified by distillation to give 1-octanal (1.67 g, yield 85%).

Provenance & Evidence