Dichloromethane → Ammonia dichloromethane

Beteiligte Stoffe

Reaktionsschritte

A solution of the product of Example 9 (214 mg), [2-(3,4-dimethoxy-phenyl)-ethyl]-methyl-amine (170 mg), and acetic acid (0.05 mL) in DCM (3 mL) was treated with sodium triacetoxyborohydride (300 mg). After 16 h, the resulting mixture was treated with 10% sodium hydroxide (5 mL) and extracted with DCM (3×10 mL). The combined organic phases were dried (sodium sulfate) and evaporated. Chromatography of the residue (1–5% 2 M methanolic ammonia/DCM) gave the title compound as a colorless oil (350 mg). 1H NMR (400 MHz, CDCl3): 7.18 (d, J=8.6 Hz, 2H), 6.85–6.69 (m, 5H), 3.99 (t, J=6.3 Hz, 2H), 3.85 (s, 6H), 3.48 (s, 2H), 2.79–2.74 (m, 2H), 2.63–2.58 (m, 2H), 2.50–2.35 (m, 6H), 2.25 (s, 3H), 1.97 (m, 2H), 1.63–1.56 (m, 4H), 1.47–1.40 (m, 2H).

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