反应详情

10.0 g (33.8 mmol) of 4,4-dimethyl-2-(4'-carboxybiphenyl-2-yl)oxazoline was dissolved in methylene chloride (200 ml). 4.8 g (40.3 mmol) of thionyl chloride was added thereto, followed by stirring at room temperature for 2 hours. The reaction liquid was subjected to vacuum concentration. Methanol (100 ml) was added to the residue, followed by stirring for 3 hours. After distilling out the solvent under a reduced pressure, methylene chloride and a saturated aqueous solution of sodium hydrogencarbonate were added to the residue and obtained mixture was caused liquid-liquid separation. After washing with water and drying, vacuum concentration was conducted. The residue was purified by silica gel column chromatography (an ethyl acetate/n-hexane system) to give 9.53 g of the title compound as an oil (yield 91%).

1. customThe reaction liquid
2. concentrationwas subjected to vacuum concentration
3. additionMethanol (100 ml) was added to the residue
4. stirringby stirring for 3 hours
5. distillationAfter distilling out the solvent under a reduced pressure, methylene chloride
6. additiona saturated aqueous solution of sodium hydrogencarbonate were added to the residue
7. customobtained mixture
8. customliquid-liquid separation
9. washAfter washing with water
10. customdrying
11. concentrationvacuum concentration
12. customThe residue was purified by silica gel column chromatography (an ethyl acetate/n-hexane system)