反应 #2267064

反应方程式

6,7-Dimethoxy-1-methyl-3,4-dihydroxyisoquinoline

formic acid-triethylamine

sodium carbonate

→

(S)-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

收率 99.0%

溶剂

acetonitrile

反应条件

后处理

1. 1
   萃取to extract the product in ethyl acetate
2. 2
   其他After evaporation of the solvent, 1H-NMR(CDCl3) of the resulting product
3. 3
   其他Then, the product was purified by silica gel chromatography

实验过程

6,7-Dimethoxy-1-methyl-3,4-dihydroxyisoquinoline (Table 6-2a) (1.03 g, 5 mmol) and a ruthenium catalyst (Table 7) (R, R)-1a (16 mg, 0.025 mmol) were dissolved in acetonitrile (10 ml), followed by addition of a mixture of formic acid-triethylamine (5:2), for agitation at 28° C. for 3 hours. To the reaction mixture was added an aqueous sodium carbonate solution to extract the product in ethyl acetate. After evaporation of the solvent, 1H-NMR(CDCl3) of the resulting product was measured to calculate the conversion. Then, the product was purified by silica gel chromatography, to determine the optical purity and absolute configuration of the resulting optically active amine by HPLC or GLC. As collectively shown in Table 8, (S)-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline (1.02 g, yield of 99%, 96% ee) was obtained.

来源