تفاعل #2267064

معادلة التفاعل

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

formic acid-triethylamine

sodium carbonate

→

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

المردود 99.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   استخلاصto extract the product in ethyl acetate
2. 2
   أخرىAfter evaporation of the solvent, 1H-NMR(CDCl3) of the resulting product
3. 3
   أخرىThen, the product was purified by silica gel chromatography

الإجراء التجريبي

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.

المصدر