反应详情

To a solution of 4-aminophenol (3.83 g, 35.1 mmol) in dichloromethane (50 ml) were added cyclohexylacetyl chloride (11.26 g, 70.1 mmol) and pyridine (5.67 ml, 70.1 mmol), while cooling the reaction mixture in an ice bath. After the addition was completed, the cooling bath was removed and stirring was continued overnight at room temperature. The solvent was removed by evaporation and the residue was dissolved in THF (300 ml). 6N NaOH (aq, 41 ml) was added and the mixture was stirred at room temperature for 4 h. The solution was acidified with 1 N hydrochloric acid and the organic phase was removed by evaporation. The solid material was collected by filtration, dried and dissolved in methanol (100 ml). A solution of KOH (5.5 g) in methanol (50 ml) was added. After stirring for 1 h at room temperature water (200 ml) was added and the organic solvent was removed by evaporation. The aqueous phase was acidified with 1 N HCl. The title product was isolated by filtration and dried in vacuo (6.31 g, 77%, pink crystals).

1. temperaturewhile cooling the reaction mixture in an ice bath
2. additionAfter the addition
3. customthe cooling bath was removed
4. customThe solvent was removed by evaporation
5. dissolutionthe residue was dissolved in THF (300 ml)
6. addition6N NaOH (aq, 41 ml) was added
7. stirringthe mixture was stirred at room temperature for 4 h
8. customthe organic phase was removed by evaporation
9. filtrationThe solid material was collected by filtration
10. customdried
11. dissolutiondissolved in methanol (100 ml)
12. additionA solution of KOH (5.5 g) in methanol (50 ml) was added
13. stirringAfter stirring for 1 h at room temperature water (200 ml)
14. additionwas added
15. customthe organic solvent was removed by evaporation