反应详情

温度

150 °C

A mixture of 6-fluoro-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester (92 g) and sulfur (42 g, 3 equiv.) in xylene (5 L) was stirred at 150° C. for 16 h. The reaction mixture was concentrated, and the resulting residue was dissolved in EtOAc, which was washed with water and brine, dried over Na2SO4, and concentrated under reduced pressure to give a crude mixture. Purification by flash column chromatography (hexanes/EtOAc, gradient 50%-100%) gave 6-fluoro-isoquinoline-3-carboxylic acid methyl ester as a light yellow solid (27 g, 24% for 3 steps). LRMS (M+H+) m/z 206.1.

1. concentrationThe reaction mixture was concentrated
2. dissolutionthe resulting residue was dissolved in EtOAc
3. washwhich was washed with water and brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated under reduced pressure
6. customto give a crude mixture
7. customPurification by flash column chromatography (hexanes/EtOAc, gradient 50%-100%)