Triethylamine → HCID 18319551, compound

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Reaction Steps

The mixture of methyl 2,3-dihydro-9-formyl-1-benzoxepin-4-carboxylate (1.0 g), dimethylamine hydrochloride (0.7 g), triethylamine (1.2 ml) and 4 Å molecular sieves (1.0 g) in methanol (20 ml) and tetrahydrofuran (10 ml) was stirred at ambient temperature for 3 hours. To the mixture was added sodium borohydride (0.33 g) under ice-cooling and the mixture was stirred at ambient temperature for 20 hours. The solvent was removed by concentration. The residue was dissolved in a mixture of ethyl acetate and water and the mixture was adjusted to pH 1 with 6N hydrochloric acid. The separated aqueous layer was adjusted pH 10 with 20% aqueous potassium carbonate and extracted with a solution of ethyl acetate and tetrahydrofuran. The extract layer was washed with brine, dried over magnesium sulfate and evaporated to give methyl 2,3-dihydro-9-dimethylaminomethyl-1-benzoxepin-4-carboxylate (0.74 g).

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