反应详情

A solution of 28 g of 3-(octadecyloxy)-5-(phenylmethoxy)phenylcarbamic acid dimethylethyl ester and 76 ml of trifluoroacetic acid in 700 ml of methylene chloride was kept at room temperature for 2 hours. The solution was concentrated at reduced pressure and the residue was extracted with methylene chloride. The extract was washed with NaHCO3 solution, dried and concentrated to a solid which was dissolved in 1000 ml of ether. The solution was treated with 21 ml of 3N HCl in ethanol. The hydrochloride salt which precipitated was filtered and treated with excess NaHCO3 to liberate the free base which was extracted with methylene chloride. The dried extract was concentrated at reduced pressure to give 20.4 g (89% yield, mp 57°-59°) of 3-(octadecyloxy)-5-(phenylmethoxy)benzenamine.

1. concentrationThe solution was concentrated at reduced pressure
2. extractionthe residue was extracted with methylene chloride
3. washThe extract was washed with NaHCO3 solution
4. customdried
5. concentrationconcentrated to a solid which
6. dissolutionwas dissolved in 1000 ml of ether
7. additionThe solution was treated with 21 ml of 3N HCl in ethanol
8. customThe hydrochloride salt which precipitated
9. filtrationwas filtered
10. additiontreated with excess NaHCO3
11. extractionwas extracted with methylene chloride
12. extractionThe dried extract
13. concentrationwas concentrated at reduced pressure