反応 #51623

反応方程式

3-amino-6,7-dimethoxyquinoline

2,2-dimethyl-3-hydroxypropionaldehyde

→

material

収率 21.5%

3-(6,7-Dimethoxyquinolin-3-yl-amino)-2,2-dimethyl-propan-1-ol

収率 21.5%

溶媒

MeOH

反応条件

後処理

1. 1
   その他The reaction is run similar to the preparation in Example 11
2. 2
   その他The product mixture is chromatographed (3% MeOH/CHCl3)

実験手順

The reaction is run similar to the preparation in Example 11. To a MeOH solution of 4 Å powdered molecular sieves (0.35 g) under argon is added 3-amino-6,7-dimethoxyquinoline (0.32 g, 1.6 mmol) and 2,2-dimethyl-3-hydroxypropionaldehyde (0.19 g, 1.9 mmol). The product mixture is chromatographed (3% MeOH/CHCl3) to afford 0.10 g of material which is partitioned between CH2Cl2/10% NaOH. The organic layer is washed with 10% NaOH, H2O, and brine, then dried (MgSO4), and recrystallized from EtOAc/hexanes to provide a light-orange solid (m.p. 170-173.5° C.). Anal. Calcd. for C16H22N2O3: C, 66.18; H, 7.64; N, 9.65; Found: C, 66.11; H, 7.49; N, 9.33.

出典