Dimethylformamide → 3-Chloro-5-methoxybenzaldehyde

Participants

Reaction Conditions

Reaction Steps

3,5-Dichloroanisol (1.1 g; 6.8 mmol) was added in portions to magnesium chips (0.20 g; 8.2 mmol) in THF (dry, 20 mL). After the first addition, EtBr (0.1 mL) was added to start the reaction. After total addition the reaction mixture was stirred at 60° C. overnight, whereafter the mixture was cooled to 0° C., and DMF was added. After stirring for 1 hour, the mixture was poured onto HCl/aq, concentrated, and extracted with ether (3×50 mL). The combined organic phase was washed with water, dried (Na2SO4), and concentrated, yielding 2.35 g of the sub-title compound.

Provenance & Evidence