n-butyllithium in tetrahydrofuran; hexane

1: furfural With n-butyllithium; O,N-dimethyl-hydroxylamine hydrochloride in tetrahydrofuran; hexane T=-78 - -40°C; Inert atmosphere; 2: trimethylstannyl chloride in tetrahydrofuran; hexane T=-40 - -10°C; Inert atmosphere;

1.1: manganese(IV) oxide / dichloromethane / 25 h / 100 °C / |Microwave irradiation; |Inert atmosphere 2.1: O,N-dimethyl-hydroxylamine hydrochloride; n-butyllithium / tetrahydrofuran; hexane / -78 - -40 °C / |Inert atmosphere 2.2: -40 - -10 °C / |Inert atmosphere View Scheme

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 25 °C / |Inert atmosphere 2.1: manganese(IV) oxide / dichloromethane / 25 h / 100 °C / |Microwave irradiation; |Inert atmosphere 3.1: O,N-dimethyl-hydroxylamine hydrochloride; n-butyllithium / tetrahydrofuran; hexane / -78 - -40 °C / |Inert atmosphere 3.2: -40 - -10 °C / |Inert atmosphere View Scheme