Triethylamine → N-[(1,3,4,9-Tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-butanamide

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Reaction Steps

Butanoyl chloride (5.3 g) is added to stirring mixture at 0° C. of 1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indole-1-methanamine (10.0 g, described in Example 3), triethylamine (5 g) and dry tetrahydrofuran (400 ml). The temperature is allowed to rise to room temperature, the reaction mixture is filtered, and the filtrate is evaporated to give the title compound (12.5 g): ir(CHCl3) 3420, 3250, 2885 and 1660 cm-1 ; nmr(CDCl3) δ 0.75 (t), 1.57 (s), 1.62 (m), 2.08 (t), 2.87 (m), 3.91 (t), 4.10 (t), 6.12 (s), 7.0-7.7 (m) and 9.86 (s).

Provenance & Evidence