反应详情

2.0 g (7.11 mmol) of 4,4-dimethyl-2-(4'-hydroxymethylbiphenyl-2-yl)oxazoline was dissolved in ethanol (30 ml). 2N hydrochloric acid (10 ml) was added thereto, followed by heating under reflux for 3 hours. After the reaction liquid was cooled and concentrated, a saturated aqueous solution of sodium hydrogen-carbonate (100 ml) was added thereto, followed by the extraction with chloroform. After the organic phase was washed with water and dried, it was subjected to vacuum concentration. A 20% aqueous solution of sodium hydroxide (20 ml) and ethanol (20 ml) were added to the residue, followed by heating under reflux for 8 hours. After the reaction liquid was cooled to room temperature and adjusted to pH 6 with hydrochloric acid, it was extracted with chloroform. After the organic phase was washed with water and dried, it was subjected to vacuum concentration. The residue was purified by silica gel column chromatography (a chloroform/methanol system) to give 1.31 g of the title compound (yield 81%).

1. temperatureby heating
2. temperatureunder reflux for 3 hours
3. customAfter the reaction liquid
4. temperaturewas cooled
5. concentrationconcentrated
6. additiona saturated aqueous solution of sodium hydrogen-carbonate (100 ml) was added
7. extractionfollowed by the extraction with chloroform
8. washAfter the organic phase was washed with water
9. customdried
10. concentrationit was subjected to vacuum concentration
11. additionA 20% aqueous solution of sodium hydroxide (20 ml) and ethanol (20 ml) were added to the residue
12. temperatureby heating
13. temperatureunder reflux for 8 hours
14. customAfter the reaction liquid
15. extractionwas extracted with chloroform
16. washAfter the organic phase was washed with water
17. customdried
18. concentrationit was subjected to vacuum concentration
19. customThe residue was purified by silica gel column chromatography (a chloroform/methanol system)