Methylamine → Benzo[1,3]dioxol-5-ylmethyl-(3-methylamino-propyl)-carbamic acid tert-butyl ester

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Reaction Steps

Benzo[1,3]dioxol-5-ylmethyl-(3-bromo-propyl)-carbamic acid tert-butyl ester (23.0 g, 61.8 mmol) was diluted in methylamine (2.00M in THF, 300 mL, 600 mmol) at rt under an atmosphere of nitrogen and stirred at ambient temperature for 16 h. The solvent was evaporated and saturated sodium carbonate solution was added. The solution was extracted with ethyl acetate (2×150 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give 18.2 g (91%) of benzo[1,3]dioxol-5-ylmethyl-(3-methylamino-propyl)-carbamic acid tert-butyl ester as a clear oil. [M+H]+ 323.09.

Provenance & Evidence