Isoamylamine → 7-{2,6-Difluoro-4-[(3-methyl-butylamino)-methyl]-phenoxy}-2,2-dimethyl-benzo[1,3]dioxin-4-one

Participants

Reaction Steps

4-(2,2-Dimethyl-4-oxo-4H-benzo[1,3]dioxin-7-yloxy)-3,5-difluoro-benzaldehyde (I-1b-2: 1.0 g) and 3-methyl-butylamine (0.31 g) were combined in 1,2-dichloroethane (25 mL). After stirring at ambient temperature for 1 hour, sodium triacetoxyborohydride (3.3 g) was added to the solution. After stirring overnight, the reaction mixture was treated with an aqueous 2 N potassium hydroxide solution, the organic phase was separated, dried over magnesium sulfate, filtered, and evaporated to provide the title compound (I-1c-3).

Provenance & Evidence